Cyclopropanemethanamine → HCID 16722954, compound

HRID 1983158Notes

Reaction equation

[N:1]1([C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[O:15][C:16]([C:19]4[C:20]([C:25]5[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=5)=[N:21][O:22][C:23]=4[CH3:24])=[N:17][N:18]=3)=[CH:10][CH:9]=2)=[O:7])C=CN=[CH:2]1.NC[CH:33]1[CH2:35][CH2:34]1>>[CH:33]1([CH2:2][NH:1][C:6](=[O:7])[C:8]2[CH:9]=[CH:10][C:11]([C:14]3[O:15][C:16]([C:19]4[C:20]([C:25]5[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=5)=[N:21][O:22][C:23]=4[CH3:24])=[N:17][N:18]=3)=[CH:12][CH:13]=2)[CH2:35][CH2:34]1

Participants

Reactant 2

HCID 75646Cyclopropanemethanamine

HCID 67215374HCID 67215374, compound

Product 1

HCID 16722954HCID 16722954, compoundYield 44%

Procedure

As described for example 78c, imidazol-1-yl-{4-[5-(5-methyl-3-phenyl-isoxazol-4-yl)-[1,3,4]oxadiazol-2-yl]-phenyl}-methanone (200 mg, 0.50 mmol) was converted using aminomethylcyclopropane instead of cyclopropylamine to the title compound (SiO2, heptane:ethyl acetate:dichloromethane=60:20:20 to 0:80:20, 88 mg, 44%) which was obtained as a white solid. MS: m/e=433.3 [M+H]+.

Sources & evidence

ORD record: ord-d102f86c71764e13a81b5b0a42f40842
Source dataset: uspto-grants-2009_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07541372B2

Reaction notes

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