5-Amino-1-methyl-1H-pyrazole-4-carbonitrile → HCID 54462403, compound

HRID 564740Notes

Reaction equation

HRID 564740 reaction equation
[N+](C1C=CC(O[C:11]([C:13]2[C:14]3[CH:23]=[C:22]([CH2:24][CH3:25])[O:21][C:15]=3[C:16]([O:19][CH3:20])=[N:17][CH:18]=2)=[O:12])=CC=1)([O-])=O.[NH2:26][C:27]1[N:31]([CH3:32])[N:30]=[CH:29][C:28]=1[C:33]#[N:34]>>[C:33]([C:28]1[CH:29]=[N:30][N:31]([CH3:32])[C:27]=1[NH:26][C:11]([C:13]1[C:14]2[CH:23]=[C:22]([CH2:24][CH3:25])[O:21][C:15]=2[C:16]([O:19][CH3:20])=[N:17][CH:18]=1)=[O:12])#[N:34]

Participants

3

Reactant 2

HCID 2197405-Amino-1-methyl-1H-pyrazole-4-carbonitrileHCID 541193452-Ethyl-7-methoxyfuro[2,3-c]pyridine-4-carboxylic acid 4-nitrophenyl ester

Product 1

HCID 54462403HCID 54462403, compoundYield 17.9%

Procedure

Starting from 2-ethyl-7-methoxyfuro[2,3-c]pyridine-4-carboxylic acid 4-nitrophenyl ester (100 mg) and 5-amino-1-methyl-1H-pyrazole-4-carbonitrile (71 mg). Purification by column chromatography on silica eluting with 50% hexane in ethyl acetate followed by trituration with ether gave the title compound (17 mg) as a white solid.

Workup

  1. customPurification by column chromatography on silica eluting with 50% hexane in ethyl acetate

Sources & evidence

ORD record
ord-b98180c87f464b2cb1bf4fed27b72709
Source dataset
uspto-grants-2001_01
Patent number
US06169090A

Reaction notes

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