Category: 597563-17-2

Related Products of 597563-17-2, These common heterocyclic compound, 597563-17-2, name is tert-Butyl (1-(3-bromophenyl)cyclopropyl)carbamate, 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.

EXAMPLE 106; Step 1; Epoxide opening with 1- (3-bromophenyl) cyclopropyl amine; N-BOC-1- (3-bromophenyl) aminocyclopropane (15.60g, 50.2 mmol) was treated with 4N HC1 in dioxane (50 mL) and stirred for 2 h. The volatiles were evaporated in vacuo and the residue taken up into 1N NaOH (250 mL). The mixture was extracted with diethyl ether (2 X 200 mL). The combined ether extracts were washed with brine (50 mL), dried (sodium sulfate), then filtered and evaporated in vacuo to provide the amine free base. The amine free base was dissolved in 2-propanol (250 mL) and the epoxide (15. 0g, 50.2 mmol) was added. The mixture was heated to reflux for 22 h and allowed to stand at ambient temperature for 3 d. Analysis by HPLC indicated that the desired product predominated, and that some starting cyclopropylamine remained unreacted. The starting epoxide was consumed. The volatiles were removed in vacuo and the residue was purified by silica gel flash chromatography (eluted 2: 1 hexane/ethyl acetate) to provide the final product (13.68 g, 53%).

The synthetic route of 597563-17-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; PHARMACIA & UP JOHN COMPANY; WO2005/95326; (2005); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 597563-17-2, name is tert-Butyl (1-(3-bromophenyl)cyclopropyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 597563-17-2

Step 2. [1-(3-Pyrazol-1-yl-phenyl)-cycIopropyl]-carbamic acid tert-butyl ester (4).This was prepared according to the literature: Antiila, J. C. et al. J. Org. Chem. 2004, 69, 5578-5587. A mixture of 1.49 g (4.8 mmol, 1.0 eq) of 1 , 0.49 g (7.2 mmol, 1.5 eq) of 2, and 1.61 g (11.7 mmol, 2.4 eq) of K2CO3 in 6.5 mL of dry toluene was prepared. While stirring, 0.15 mL (0.95 mmol, 0.20 eq) of 3 and 0.10 g (0.52 mmol, 0.11 eq) of CuI was added. The mixture was purged with N2 and was heated in a sealed vessel at 110 C for 20 h. After cooling to room temperature, the crude reaction mixture was flash chromatographed on silica with a step gradient of 20% and 30% EtOAc/hexanes as eluents. After concentration by rotary evaporation, 0.70 g (49% yield) of viscous yellow oil was isolated as product 4. (M + H)+ = 300.2. 1H-NMR (CDCI3) delta 7.92 (m, 1 H), 7.73 (m, 1 H), 7.60 (s, 1 H), 7.51 (d, J = 8.1 Hz, 1 H), 7.39 (m, 1 H), 7.18 (d, J= 7.8 Hz, 1 H), 6.48 (s, 1 H), 1.46 (s, 9H), 1.28 (m, 4H).

The synthetic route of 597563-17-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2007/47306; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics