Category: 57951-72-1

Adding a certain compound to certain chemical reactions, such as: 57951-72-1, name is 1-Bromo-2-cyclopropylethyne, 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 57951-72-1, Formula: C5H5Br

General procedure: Dissolved aryl halide (1.0 equiv) in dry DMF and subjected to degassing with a gaseous mixture of (H2+ N2) balloon for three times. Added PdCl2(PPh3)2(10 mol %) followed by Cul (8 mol%) at r.t. Added terminal alkyne (1.0 equiv. followed by TEA. The reaction mixture stirred at 50 C or 90 C. After cooling to room temperature, the resulting solution was subjected to rotary evaporation and partitioned between EtOAc and D.I. water. Aqueous layer was extracted with EtOAc 20 mL (3x). Combined organic layers were given water, brine washes and dried over anhydrous Na2S04. After evaporation of the solvent, column chromatography on silica gel afforded the desired product.

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, 1-Bromo-2-cyclopropylethyne, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THORPE, Steven Brandon; SANTOS, Webster L.; LYNCH, Kevin R.; (375 pag.)WO2017/172989; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 57951-72-1, name is 1-Bromo-2-cyclopropylethyne belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C5H5Br

To a solution of (bromoethynyl)cyclopropane (60 g, 414 mmol) in piperidine (345 ml) at 0 C. was added ethynyltrimethylsilane (44.7 g, 455 mmol) and CuI (7.88 g, 41.4 mmol). The solution was then stirred at rt for 2 hours. The reaction was quenched by adding sat. aq. NH4Cl solution and then extracted with TBME. The organic layer was washed with water, brine, dried over MgSO4 and concentrated. The crude material was purified by silica gel column chromatography, heptane as eluant to give product (42 g, 62% yield). 1H NMR (400 MHz, CDCl3) 0.13-0.24 (m, 9H) 0.72-0.91 (m, 4H) 1.25-1.36 (m, 1H)

The synthetic route of 57951-72-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novartis AG; FU, Jiping; JIANG, Siyi; KORDIKOWSKI, Andreas; SWEENEY, Zachary Kevin; (21 pag.)US2017/355684; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 57951-72-1, name is 1-Bromo-2-cyclopropylethyne, molecular formula is C5H5Br, 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. SDS of cas: 57951-72-1

To a solution of (bromoethynyl)cyclopropane (60 g, 414 mmol) in piperidine (345 ml) at 0 C. was added ethynyltrimethylsilane (44.7 g, 455 mmol) and CuI (7.88 g, 41.4 mmol). The solution was then stirred at rt for 2 hours. The reaction was quenched by adding sat. aq. NH4Cl solution and then extracted with TBME. The organic layer was washed with water, brine, dried over MgSO4 and concentrated. The crude material was purified by silica gel column chromatography, heptane as eluant to give product (42 g, 62% yield). 1H NMR (400 MHz, CDCl3) 0.13-0.24 (m, 9H) 0.72-0.91 (m, 4H) 1.25-1.36 (m, 1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 57951-72-1, its application will become more common.

Reference:
Patent; Novartis AG; FU, Jiping; JIN, Xianming; KARUR, Subramanian; LAPOINTE, Guillaume; MADERA, Ann Marie; SWEENEY, Zachary Kevin; (45 pag.)US2016/166548; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 57951-72-1, A common heterocyclic compound, 57951-72-1, name is 1-Bromo-2-cyclopropylethyne, molecular formula is C5H5Br, 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.

(0186) Lithium chloride (4.24 g) and 3 zinc powder (9.15 g) were dried under reduced pressure, and 4 tetrahydrofuran (THF) (100 mL), 5 1,2-dibromoethane (0.433 mL) and 6 trimethylchlorosilane (0.127 mL) were added thereto at room temperature. To the mixture was added dropwise a solution of 7 methyl (R)-3-iodo-2-methylpropionate (22.8 q) in THF (30 mL), and the mixture was stirred at 40 C. for 1.5 hr to prepare an organozinc reagent. In another reaction container were added 8 lithium chloride (7.63 g), 9 copper(I) cyanide (8.06 g) and THF (90 mL), and the mixture was stirred for 1 hr. The mixture was cooled to -10 C., and the aforementioned organo zinc reagent was added dropwise thereto. The reaction mixture was stirred at -10 C. for 10 min, cooled to -78 C., and a solution of 10 2-(bromoethynyl)cyclopropane (14.5 g) in THF (50 mL) was added dropwise. The mixture was stirred at the same temperature for 15 hr and poured into an aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, and the insoluble material was filtered off and washed with ethyl acetate. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (diethyl ether_hexane=1:30-1:5) to give the 11 title compound (9.93 g). Yield: 66%. (0187) 1H NMR (400 MHz, CDCl3) delta 3.69 (s, 3H), 2.59 (dq, J=6.8, 7.2 Hz, 1H), 2.46 (ddd, J=2.0, 6.0, 16.4 Hz, 1H), 2.29 (ddd, J=2.0, 7.8, 16.4 Hz, 1H), 1.23 (d, J=7.2 Hz, 3H), 1.22 (m, 1H), 0.71 (m, 2H), 0.60 (m, 2H). R

The synthetic route of 57951-72-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AGC INC.; NIPPON ZOKI PHARMACEUTICAL CO., LTD.; YASUDA, Arata; MATSUMURA, Yasushi; SAWADA, Kazuyoshi; NANBA, Hiroyoshi; TAGUCHI, Kazuki; US2019/135743; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 57951-72-1, name is 1-Bromo-2-cyclopropylethyne, 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 57951-72-1

General procedure: The (E)-alpha-stannyl-alpha,beta-unsaturated ester 1 (1.0 mmol) and the alkynylbromide 2 (1.1 mmol) were dissolved in DMF (8 mL) under Ar at room temperature. Pd(PPh3)4 (0.05 mmol) and CuI (0.75 mmol) were then added. The mixture was stirred for 20-24 h at room temperature and monitored by TLC (SiO2) for the disappearance of the starting (E)-alpha-stannyl-alpha,beta-unsaturated ester 1. The reaction mixture was diluted with diethyl ether (30 mL), filtered and then treated with 20% aqueous KF(10 mL) for 30 min before being dried over MgSO4 and concentrated at 40 C under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: light petroleum ether (30-60 C)/EtOAc, 19:1).

The synthetic route of 1-Bromo-2-cyclopropylethyne has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Pingping; Huang, Bin; Xie, Shiyun; Tuo, Yuxin; Cai, Mingzhong; Journal of Chemical Research; vol. 39; 11; (2015); p. 627 – 630;,
Bromide – Wikipedia,
bromide – Wiktionary