5-Amino-1-methyl-1H-pyrazole-4-carbonitrile → HCID 10156722, compound

HRID 2186466Notes

Reaction equation

HRID 2186466 reaction equation
[N+](C1C=CC(O[C:11]([C:13]2[C:21]3[O:20][C:19]([N:22]4[CH2:27][CH2:26][O:25][CH2:24][CH2:23]4)=[N:18][C:17]=3[C:16]([O:28][CH3:29])=[CH:15][CH:14]=2)=[O:12])=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(OCC)C>[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[CH2:23][CH2:24][O:25][CH2:26][CH2:27]3)=[N:18][C:17]=2[C:16]([O:28][CH3:29])=[CH:15][CH:14]=1)=[O:12])#[N:38]

Participants

4

Reactant 2

HCID 2197405-Amino-1-methyl-1H-pyrazole-4-carbonitrileHCID 69839874HCID 69839874, compound

Product 1

HCID 10156722HCID 10156722, compoundYield 68.9%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Starting from 4-methoxy-2-(morpholin-4-yl)-benzooxazole-7-carboxylic acid 4-nitro-phenyl ester (200 mg) and 5-amino-1-methyl-1H-pyrazole-4-carbonitrile (122 mg). Purification by column chromatography on silica eluting with 80% ethyl acetate in heptane followed by 1% methanol in dichloromethane afforded, after trituration with diethyl ether, the title compound as a white solid (132 mg).

Workup

  1. customPurification by column chromatography on silica eluting with 80% ethyl acetate in heptane
  2. customafforded

Sources & evidence

ORD record
ord-972e83603e0f400bb867776924b40e8d
Source dataset
uspto-grants-2002_06
Patent number
US06403791B1

Reaction notes

Loading…