Category: 4333-56-6

Electric Literature of 4333-56-6,Some common heterocyclic compound, 4333-56-6, name is Bromocyclopropane, molecular formula is C3H5Br, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Intermediate 30: (2S)-Lambda/-r(S)-cvclopropyl(phenyl)methvH-3-methyl-1 -f(trimethylsilyl)oxyl- 2-butanamine Cyclopropyl bromide (4.64g, 38.4mmole) was dissolved in dry diethyl ether (50ml) under argon, cooled to -780C and treated with tert-BuLi (45ml_ of a 1.7M solution in pentane, 76.5mmole). After 10 minutes, cooling was removed and the mixture stirred at room temperature for 1 hr. After re-cooling to -4O0C, a solution of Intermediate 28 (8.43g, 32mmole) in dry diethyl ether (40ml) was added and stirring continued at – 4O0C for 1.5 hrs. 5M HCI acid was added (50ml) and the phases separated. The aqueous phase was washed with diethyl ether (discarded) and then basified with KOH pellets to pH >10 in the presence of diethyl ether. The organic phase was washed with water and brine and then evaporated to dryness under vacuum to afford the title compound as a colourless oil (6.42g, 86%); 1 HNMR (400MHz, CDCI3): delta 0.13 – 0.15, (1 H, m), 0.34 – 0.37, (2H, m), 0.60 – 0.70, (1 H, m), 0.83, (3H, d, J = 7Hz), 0.91 , (3H, d, J = 7Hz), 0.98 – 1.00, (1 H, m), 1.71 – 1.77, (1 H, m), 2.44 – 2.48, (1 H, m), 3.00, (1 H, d, J = 8Hz), 3.32 and 3.36, (1 H, dd, J = 5 and 11 Hz), 3.59 and 3.61 , (1 H, dd, J = 5 and 11 Hz), 7.25 – 7.42, (5H, m); m/z(APCI): 234.2 [M+H]+.

The synthetic route of 4333-56-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/50991; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 4333-56-6, name is Bromocyclopropane, A new synthetic method of this compound is introduced below., Application In Synthesis of Bromocyclopropane

A solution of cyclopropyl bromide (22. 3 mL, 278 mmol) in diethyl ether (20 mL) was slowly added to a cooled suspension (0 C) of crushed lithium (5.8 g, 834 mmol) in ether (380 mL) (exothermic) under a nitrogen atmosphere. The reaction mixture was stirred for 90 minutes while the temperature rose to room temperature. The solution of this lithiate was slowly added to a cooled solution (0 C) ofN-methoxy-N-methyl-3, 3- [1, 2-ethanediylbis (oxy) ] estra- 5 (10), 9 (11), 16-triene-17-carboxamide (59.7 g, 139 mmol) in THF (260 mL). After stirring this mixture for 2 hours at 0 C, a saturated aqueous NILCl solution was added dropwise (exothermic) followed by water. The organic layer was separated and the aqueous layer was extracted three times with ethyl acetate. The combined organic layers were washed with brine, dried (Na2SO4) and evaporated to dryness. The crude product was purified by column chromatography (Si02, heptane/ethyl acetate, 4/1) to give 17- (cyclopropylcarbonyl) estra- 5 (10), 9 (11), 16-trien-3-one cyclic 1,2-ethanediyl acetal (33.9 g, 93 mmol, 67% yield).’H NMR (400 MHz, CDC13) : 8 0.82-2. 67 (m, 24H), 3.99 (s, 4H), 5.59 (m, 1H), 6.88 (m, 1H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; AKZO NOBEL N.V.; WO2005/92912; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 4333-56-6, These common heterocyclic compound, 4333-56-6, name is Bromocyclopropane, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a stirred suspension of potassium fert-butoxide (8.00 g, 71.33 mmol) in DMSO (70 mL) under nitrogen was added 3-mercaptophenol (5 g, 39.63 mmol) at 0 C; the reaction was stirred at room temperature for 30 min. Then bromocyclopropane (5.72 mL, 71.33 mmol) was added into the reaction mixture. The reaction was heated at 90C overnight. After the reaction was completed, it was diluted with EtOAc. The organic layer was washed with water, saturated NH4CI aqueous solution (2x), and brine. The aqueous layer was back extracted with EtOAc (lx). The combined organic layers were dried over Na2S04, filtered and concentrated. The residue was purified by silica gel column chromatography to give the title compound (6.19 g, 85% yield). LCMS m/z = 167.2 [M+H]+; NMR (400 MHz, CDCI3) delta ppm 0.68-0.74 (m, 2H), 1.05-1.12 (m, 2H), 2.13-2.22 (m, 1H), 4.75 (s, 1H), 6.60 (dt, / = 8.08, 1.26 Hz, 1H), 6.89 (t, 7 = 2.27 Hz, 1H), 6.93 (ddd, 7 = 7.83, 1.64, 0.88 Hz, 1H), 7.15 (t, 7 = 7.96 Hz, 1H

The synthetic route of 4333-56-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; TRAN, Thuy-Anh; DO, Quyen-Quyen; ULLMAN, Brett; (259 pag.)WO2017/214002; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 4333-56-6, The chemical industry reduces the impact on the environment during synthesis 4333-56-6, name is Bromocyclopropane, I believe this compound will play a more active role in future production and life.

[000225j To a solution of Compound El (20 g, 96 mmol) in 1 -methyl-2-pyrrolidinone(300 mL) was added cesium carbonate (62.8 g, 193 mmol) and bromocyclopropane (24 mL,289 mmol). The mixture was stirred for 24 h while keeping the inner temperature between145 C and 155 C. After the reaction was cooled to ambient temperature, the dark solutionwas diluted with water (400 mL) and extracted with a mixture of ethyl acetate in petroleumether (15% v/v) (300 mL x 3). The combined organic phases were washed with brine (150mL x 4), dried over anhydrous sodium sulfate, filtered, and concentrated to afford the crude product. The crude product was purified with flash column chromatography on silica gel (petroleum ether) to furnish Compound E2. HPLC: Rt: 1.96 minute. ?H-NMR (CDC13, 400 MHz): 5 (ppm) 0.80-0.88 (m, 4H), 3.67-3.82 (m, 1H), 7.15 (d, J 8.8 Hz, 1H), 7.32 (dd, J 8.8, 2.4 Hz, 1H), 7.47 (d, J 2.4 Hz, 1H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Bromocyclopropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; WO2015/65937; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 4333-56-6, name is Bromocyclopropane, This compound has unique chemical properties. The synthetic route is as follows., name: Bromocyclopropane

Intermediate 54: (2S)-Lambda/-r(S)-cvclopropyl(phenv?methyll-3-methyl-1-r(trimethylsilyl)oxyl- 2-butanamine; EPO Cyclopropyl bromide (4.64g, 38.4mmole) was dissolved in dry Et2O (50ml) under argon, cooled to -780C and treated with tert-BuLi (45ml_ of a 1.7M solution in pentane, 76.5mmole). After 10 minutes, cooling was removed and the mixture stirred at room temperature for 1 hr. After re-cooling to -4O0C, a solution of Intermediate 52 (8.43g, 32mmole) in dry Et2O (40ml) was added and stirring continued at -4O0C for 1.5 hrs. 5M HCI acid was added (50ml) and the phases separated. The aqueous phase was washed with Et2O (discarded) and then basified with KOH pellets to pH >10 in the presence of Et2O. The organic phase was washed with water and brine and then evaporated to dryness under vacuum to afford the title compound as a colourless oil (6.42g, 86%); 1 HNMR (400MHz, CDCI3) delta 0.13 – 0.15, (1 H, m), 0.34 – 0.37, (2H1 m), 0.60 – 0.70, (1 H, m), 0.83, (3H, d, J = 7Hz), 0.91 , (3H, d, J = 7Hz), 0.98 – 1.00, (1 H, m), 1.71 – 1.77, (1 H, m), 2.44 – 2.48, (1 H, m), 3.00, (1 H, d, J = 8Hz), 3.32 and 3.36, (1 H, dd, J = 5 and 11 Hz), 3.59 and 3.61 , (1 H, dd, J = 5 and 11 Hz), 7.25 – 7.42, (5H, m); m/z(APCI): 234.2 [M+H]+.

According to the analysis of related databases, 4333-56-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/50992; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 4333-56-6, name is Bromocyclopropane, A new synthetic method of this compound is introduced below., Recommanded Product: Bromocyclopropane

To a degassed solution of potassium te/t-butoxide (2.08 g, 18.51 mmol) in dry di- methylsulphoxide (6 ml_), 4-bromo-benzenethiol (3.5 g, 18.5 mmol) was added and the mixture was stirred for 15 min at ambient temperature under nitrogen. Bromocyclopropane (4.4 ml_, 55.5 mmol) was added afterwards and the reaction mixture was heated at 80 C for 24 h in a sealed vessel. The mixture was cooled, diluted with ether (150 ml.) and washed with water (100 ml_). The aqueous layer was extracted with ether (3 x 50 ml_). Combined organic extracts were finally dried with anhydrous magnesium sulfate. i-Bromo-4-cyclopropyl- sulfanyl-benzene was obtained after evaporation of the solvent as yellow liquid. Yield: 3.49 g (82 %).RF (SiO2, hexanes/ethyl acetate 4:1 ): 0.70.1H NMR spectrum (300 MHz, CDCI3, deltaH): 7.40 (d, J=8.6 Hz, 2 H); 7.23 (d, J=8.5 Hz, 2 H); 2.16 (m, 1 H); 1.08 (m, 2 H); 0.69 (m, 2 H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; NOVO NORDISK A/S; WO2007/71766; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 4333-56-6, name is Bromocyclopropane, molecular formula is C3H5Br, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 4333-56-6

guanidine hydrochloride 100 kg with the bromo cyclopropane 126.6 kg placed in 800 kg in acetone, then adding the potassium carbonate 174.6 kg, heating to 50 C, reaction 3.5h, dropped to room temperature after-filtration, the filtrate is concentrated under reduced pressure to dry, to produce an intermediate 198.6 kg, molar yield 95%;

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4333-56-6, its application will become more common.

Reference:
Patent; QILU SYNVA PHARMACEUTICAL CO., LTD.; LIU, ZHI; KONG, QINGWEN; FANG, MINGFENG; LIU, QUANCAI; KONG, MEI; WU, LIANYONG; (6 pag.)CN104649982; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 4333-56-6,Some common heterocyclic compound, 4333-56-6, name is Bromocyclopropane, molecular formula is C3H5Br, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a stirred solution of cyclopropyl bromide (4.0 mL, 50 mmol) in 120 mL of ether at ?78 C. was added dropwise a 1.7M solution of t-butyllithium in pentane (44.5 mL, 75.7 mmol). After 10 min, cooling bath was removed, stirring was continued for 1.5 h. The mixture was cooled again in a ?78 C. bath, and 3-furaldehyde (3.5 mL, 41.9 mmol) was added. Reaction was continued for 1 h, and quenched with a saturated NH4Cl aqueous solution. The aqueous mixture was extracted with CH2Cl2 (100 mL?3). The organic extracts were washed with brine, dried by Na2SO4, filtered, and concentrated in vacuo to give 5.3 g (91%) of the alcohol product as a yellow oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Bromocyclopropane, its application will become more common.

Reference:
Patent; Schering Corporation; US2004/106794; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 4333-56-6 as follows. Computed Properties of C3H5Br

To a stirred solution of 2-bromo-5-fluorophenol (1.0 g) in DMF (15 mL) in a microwave tube was added cesium carbonate (5.0 g), potassium iodide (130 mg) and bromocyclopropane (1.82 g). The mixture was heated in a microwave oven to 180 C. for 1 h, to 200 C. for 1 h and to 220 C. for 1 h. Ethyl acetate was added and the mixture was washed with water. The organic phase was washed with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum. Silica gel chromatography gave 1.14 g of the title compound.1H-NMR (300 MHz, DMSO-d6): delta [ppm]=0.62-0.88 (m, 4H), 3.90-4.00 (m, 1H), 6.77 (td, 1H), 7.23 (dd, 1H), 7.48-7.63 (m, 1H)

According to the analysis of related databases, 4333-56-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Schulze, Volker; Mais, Franz-Josef; US2015/148542; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 4333-56-6, name is Bromocyclopropane, A new synthetic method of this compound is introduced below., HPLC of Formula: C3H5Br

[000459j A mixture of Compound 19A (2.0 g, 10 mmol), bromocyclopropane (2.4 g, 20 mmol), Cs2CO3 (9.8 g, 30 mmol) in DMSO (40 mL) was stirred at 170 C for 2 days under high pressure. The mixture was cooled to room temperature and filtered through celite. The filtrate was diluted with ethyl acetate (100 mL), washed with brine (100 mL x 2), dried over sodium sulfate, and concentrated. The crude was purified with column chromatography on silica gel (petroleum ether, 100% v/v) to render Compound 19B. LC-MS (mlz): 247 [M+1] ?H-NMR (CDC13, 400 MHz) major characteristic peaks: 5 (ppm) 0.78-0.82 (m, 4H), 3.7 1-3.73 (m, 1H), 6.95-6.95 (m, 1H), 7.13-7.18 (m, 1H), 7.34-7.36 (m, 1H).

The synthetic route of 4333-56-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; WO2015/65937; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary