Author: Jessica.F

These common heterocyclic compound, 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, 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. Product Details of 937046-98-5

To a degassed solution of 7-bromopyrrolo[2,1-f][1 ,2,4]triazin-4-ylamine (10.0 g, 46.9 mmol) in anhydrous DMF (78 ml_) and triethylarnine (47 mL) was added tetrakis(triphenylphosphine)palladium(0) (2.17 g, 1.88 mmol, 0.04 eq) and copper (I) bromide dimethylsulfide complex (0.77 g, 3.75 mmol, 0.08 eq). After degassing with N2 for 5 min., propargyl alcohol (8.2 mL, 140.8 mmol, 3.0 eq) was added, and the reaction mixture was stirred at 900C for 6h. The reaction was quenched with 5% aq. NH3 in saturated aq. NH4CI. The aqeuous layer was washed with EtOAc (1x) followed by 25% iPrOH in DCM (3x). The combined organic layers were dried over MgSO4, filtered through a pad of Celite, and concentrated at reduced pressure. The crude product was purified by MPLC eluted with 5% EtOH/DCM. Trituration from EtOAc afforded 4.75 g (53.8%) of the desired product as a yellow solid. 1H-NMR (DMSO-alphafe) .67.89 (s, 1 H), 7.88 (broad s, 2H), 6.85 (dd, 2H), 5.39 (t, 1H), 4.36 (d, 2H); LC-MS [M+H]+ = 189, RT = 1.08 min.

The synthetic route of 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2007/56170; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 38573-88-5,Some common heterocyclic compound, 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, molecular formula is C6H3BrF2, 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 solution of 2,3-difluorobromobenzene (10.0 g, 51.8 mmol) in dry diethyl ether (120 ml), under nitrogen at -78°C, was added drop wise , n-hexyllithium (2.3 M in hexane, 22.5 ml, 51 .8 mmol). The mixture was stirred for 10 mm after which a solution of tert-butyl 3-formylazetidine-i- carboxylate (12.2 g, 49.2 mmol) in dry diethyl ether (30 ml) was added drop wise. The resultingmixture was stirred at -78°C for 0.5 h and then brought to ambient temperature and stirred for 1 h. Water (50 ml) was added and the mixture was extracted with ethyl acetate (2×50 ml). The combined organic phase was washed with brine, dried (Mg504), filtered and evaporated to dryness. The crude product was purified by flash column chromatography on silica gel (ethyl acetate/isooctane, 0:1 to i:i)to give the title compound (6.55 g). MS mlz (rel. intensity, 70 eV)299 (M+, 2), 244 (36), 225 (29), 153(99), 57 (bp).

The synthetic route of 38573-88-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INTEGRATIVE RESEARCH LABORATORIES SWEDEN AB; PETTERSSON, Fredrik; SONESSON, Clas; (79 pag.)WO2016/185032; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 615-55-4,Some common heterocyclic compound, 615-55-4, name is 3,4-Dibromoaniline, molecular formula is C6H5Br2N, 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.

EXAMPLE 21 3-Chloro-N-(3,4-dibromophenyl)-2,6-dinitro-4-(trifluoromethyl)benzenamine, having a melting point of about 166-167 C., weighing 2.4 g., from 5 g. of 3,4-dibromoaniline and 3 g. of 2,4-dichloro-3,5-dinitrobenzotrifluoride.

The synthetic route of 615-55-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eli Lilly and Company; US4152460; (1979); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 337915-79-4, name is 5-Bromo-N1-methylbenzene-1,2-diamine, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 337915-79-4, name: 5-Bromo-N1-methylbenzene-1,2-diamine

Example 45 4- ( (4-Chlorobenzyl) oxy) -1- (l-methyl-2- (trifluoromethyl) -1H- benzimidazol-6-yl) pyridin-2 (1H) -one A) 6-Bromo-l-methyl-2- (trifluoromethyl ) -lH-benzimidazole The mixture of 5-bromo-N1-methylbenzene-l, 2-diamine (300 mg) and TFA (10 ml) was stirred at 90C overnight. The mixture was quenched with saturated NaHC03 solution and extracted with EtOAc. The organic layer was separated, washed with water and brine, dried over MgS04, passed through NH silica gel pad and concentrated in vacuo. The precipitate was collected by filtration, washed with IPE/hexane and dried in vacuo to give the title compound (265 mg) as a purple solid. MS (ESI+) : [M+H] + 280.9.

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, 5-Bromo-N1-methylbenzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KASAI, Shizuo; IGAWA, Hideyuki; TAKAHASHI, Masashi; MAEKAWA, Tsuyoshi; KAKEGAWA, Keiko; YASUMA, Tsuneo; KINA, Asato; AIDA, Jumpei; KHAMRAI, Uttam; KUNDU, Mrinalkanti; WO2013/105676; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

89359-54-6, name is 9-Bromo-1-nonene, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 89359-54-6

Example 28 This example illustrates the synthesis of 1-(8-Nonenyl)glutarimide (CT1604). Sodium hydride (1.02 g, 44 mmol) was added to a solution of glutarimide (5.00 g, 44 mmol) in dimethyl sulfoxide (150 ml). After 20 min of stirring, 9-bromo-1-nonene (9.02 g, 44 mmol) was added. After 16 hr of stirring at room temperature, the reaction was poured into a separatory funnel containing 100 ml water and extracted with dichlormethane (3*70 ml). The organic portions were combined, washed with water (2*40 ml) and brine (50 ml) and dried to give the olefin CT1604 as a colorless oil (10.09 g, 97% yield).

The synthetic route of 89359-54-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cell Therapeutics, Inc.; US5521315; (1996); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1195-33-1, name is 4-Bromobenzenesulfinic acid, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1195-33-1, Safety of 4-Bromobenzenesulfinic acid

(a) The 4-(4-bromophenylsulphonyl)-5-methyl-1,2-benzenediol used in the above Example is obtained by oxidative condensation of 76.0 g of p-bromobenzenesulphinic acid (obtained from p-bromobenzenesulphochloride by reduction with sodium sulphite) with 53.0 g of 4-methyl-1,2-benzenediol in a manner analogous to that described in Example 5a), in the form of colourless crystals having a melting point of 190-191.5 (from chloroform).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromobenzenesulfinic acid, and friends who are interested can also refer to it.

Reference:
Patent; Ciba-Geigy AG; US4600709; (1986); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 52997-43-0, name is 7-(Bromomethyl)pentadecane, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 52997-43-0, Computed Properties of C16H33Br

TPh (1.6 g, 5.3 mmol), potassium carbonate (3.68 g, 26.7 mmol), potassium iodide (0.044 g, 0.3 mmol) and N, N-dimethylformamide (hereinafter abbreviated as ” DMF) (10 mL) and stirred at room temperature. Then 2-n-hexyl-1-bromodecane (2.1 g, 6.9 mmol) was added dropwise. After completion of the dropwise addition at room temperature overnight. After the reaction was completed, the mixture was extracted with water and methylene chloride and concentrated. Separation and purification on a silica gel column gave 1.23 g of 1- (2-hexyldecyl) -2- (thiophen-2-yl) -1H-phenan- thro [9,10- (Hereinafter referred to as TPh-C16). Yield 50.2%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 7-(Bromomethyl)pentadecane, and friends who are interested can also refer to it.

Reference:
Patent; Nanjing University of Posts and Telecommunications; Wang Lianhui; Zhao Baomin; Zhai Liuqing; He Cong; Wang Suiliang; Fu Nina; (11 pag.)CN105820169; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 73918-56-6,Some common heterocyclic compound, 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, molecular formula is C8H10BrN, 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.

General procedure: The appropriate aldehyde 6a-c and 12a-g (1 mmol) was dissolved in 5 mL of CH2Cl2 in a round bottom flask. Then AcOH (1 mmol) and the appropriate amine (1.1 mmol) were added to the stirring solution at room temperature. The mixture was allowed to stir at room temperature for 20 min before NaBH(AcO)3 (3 mmol) was added. The mixture was allowed to stir at room temperature for overnight. Then,after completion, the reaction was quenched with NaOH 1M solution(15 mL). The mixture was then allowed to stir for 30 min. The reaction mixture was then diluted with EtOAc (10 mL), washed two times with EtOAc (10 mL) and once with brine (20 mL). The organic extracts were collected and then dried over Na2SO4, and the solvent was evaporated to yield the crude compounds 7a-e, 13a-o, 14a-b and 15a which were purified by silica gel column chromatography.

The synthetic route of 73918-56-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Pingxian; Yang, Yang; Ju, Yuan; Tang, Yunxiang; Sang, Zitai; Chen, Lijuan; Yang, Tao; An, Qi; Zhang, Tianyu; Luo, Youfu; Bioorganic Chemistry; vol. 80; (2018); p. 422 – 432;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1422-54-4, name is 2-Bromo-6-fluorotoluene, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1422-54-4, SDS of cas: 1422-54-4

To a solution of 1-bromo-3-fluoro-2-methylbenzene (2.0 g, 10.6 mmol) in N,N- dimethylformamide (10 ml) was added sodium methanethiolate (0.85 g, 11.7 mmol) and the mixture was stirred for 15 min at 150 C. After cooling, aqueous sodium carbonate (10%, 50 ml) was added and the phases were separated. The aqueous phase was extracted with ethylacetate (2×50 ml) and the combined organic phases was dried (MgS04) and evaporated under reduced pressure to give an oil. The residue was purified by flash column chromatography (isooctane) to give the title compound (1.33 g). MS m/z (relative intensity, 70 eV) 218 (M+, 98), 216 (M+, 92), 202 (26), 200 (26), 122 (bp), 121 (56).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-6-fluorotoluene, and friends who are interested can also refer to it.

Reference:
Patent; A. CARLSSON RESEARCH AB; WO2005/121087; (2005); 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. 5433-01-2, name is 1-Bromo-3-isopropylbenzene, A new synthetic method of this compound is introduced below., Safety of 1-Bromo-3-isopropylbenzene

A solution of 3-bromoisopropylbenzene (25 mmol) in 20 ml_ of dry THF was added dropwise over 20 min to 1.22 g (50 mmol) of magnesium turnings in 10 mL of refluxing THF under nitrogen and the mixture was refluxed for an additional 25 min to form the Grignard reagent. The Grignard solution was cooled and added by cannula to a suspension of CuBr-dimethylsulfide complex (0.52 g, 2.5 mmol) in dry THF at -25 C. The suspension was stirred at -25 C for 20 min, and then a solution of 1,4 cyclohexanedione, monoethylene ketal (3.9 g, 25 mmol) in 15 mL of THF was added dropwise over 5 min. The mixture was allowed to gradually warm to ambient temperature. After chromatography over silica gel, eluting with 20% to 30% ethyl acetate in heptane, alcohol 9 (5.6 g, 20 mmol, 80%) was isolated as a colorless oil which crystallized to a white solid on cooling: 1H NMR (CDCI3) 8 7.39 (s, 1 H), 7.33 (m, 1 H), 7.28 (t, J= 7.5 Hz, 1 H), 7.13 (d, J= 7.5 Hz, 1 H), 4.0 (m, 4 H), 2.91 (hept, J=7Hz, 1 H), 2.15(171, 4 H), 1.82 (br d, J= 11.5 Hz, 2 H), 1.70 (br d, J= 11.5 Hz, 2 H), 1.25 (d, J = 7 Hz, 6 H); MS (Cl) m/z 259.2 (M-OH).

The synthetic route of 5433-01-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELAN PHARMACEUTICALS INC.; WO2006/10095; (2006); A2;,
Bromide – Wikipedia,
bromide – Wiktionary