5-Amino-1-methyl-1H-pyrazole-4-carbonitrile → HCID 10134851, compound

HRID 2186468Notes

Reaction equation

HRID 2186468 reaction equation
[N+](C1C=CC([O:10][C:11]([C:13]2[C:21]3[O:20][C:19]([N:22]4[CH2:25][CH2:24][CH2:23]4)=[N:18][C:17]=3[C:16]([O:26][CH:27]([F:29])[F:28])=[CH:15][CH:14]=2)=O)=CC=1)([O-])=O.[NH2:30][C:31]1[N:35]([CH3:36])[N:34]=[CH:33][C:32]=1[C:37]#[N:38]>>[C:37]([C:32]1[CH:33]=[N:34][N:35]([CH3:36])[C:31]=1[NH:30][C:11]([C:13]1[C:21]2[O:20][C:19]([N:22]3[CH2:25][CH2:24][CH2:23]3)=[N:18][C:17]=2[C:16]([O:26][CH:27]([F:29])[F:28])=[CH:15][CH:14]=1)=[O:10])#[N:38]

Participants

3

Reactant 2

HCID 2197405-Amino-1-methyl-1H-pyrazole-4-carbonitrileHCID 69840901HCID 69840901, compound

Product 1

HCID 10134851HCID 10134851, compoundYield 72.7%

Procedure

Starting from 2-(azetidin-1-yl)-4-difluoromethoxybenzooxazole-7-carboxylic acid 4-nitro-phenyl ester (178 mg) and 5-amino-1-methyl-1H-pyrazole-4-carbonitrile (107 mg). Purification by column chromatography on silica eluting with 3% methanol in dichloromethane followed by trituration in diethyl ether afforded the title compound as a white solid (124 mg).

Workup

  1. customPurification by column chromatography on silica eluting with 3% methanol in dichloromethane

Sources & evidence

ORD record
ord-dfcdd4e727684d0c967a42f9c87eb9c7
Source dataset
uspto-grants-2002_06
Patent number
US06403791B1

Reaction notes

Loading…