4-amino-N,1-dimethyl-1H-pyrazole-5-carboxamide → HCID 86660199, compound

HRID 2368396Notes

Reaction equation

HRID 2368396 reaction equation
[Br:1][C:2]1[C:3]([C:12]([OH:14])=O)=[N:4][C:5]([C:8]([OH:11])([CH3:10])[CH3:9])=[N:6][CH:7]=1.[CH3:15][NH:16][C:17]([C:19]1[N:20]([CH3:25])[N:21]=[CH:22][C:23]=1[NH2:24])=[O:18]>>[CH3:25][N:20]1[C:19]([C:17](=[O:18])[NH:16][CH3:15])=[C:23]([NH:24][C:12]([C:3]2[C:2]([Br:1])=[CH:7][N:6]=[C:5]([C:8]([OH:11])([CH3:9])[CH3:10])[N:4]=2)=[O:14])[CH:22]=[N:21]1

Participants

3

Procedure

The product was obtained starting from 5-bromo-2-(2-hydroxypropan-2-yl)pyrimidine-4-carboxylic acid (150 mg, 0.575 mmol) and 4-amino-2-methyl-2H-pyrazole-3-carboxylic acid methylamide (106 mg, 0.69 mmol) according to the method described in example 64, step 6 after purification by silica gel chromatography using a heptane/ethyl acetate gradient as light brown waxy solid (31 mg, 13%).

Workup

  1. customThe product was obtained
  2. customafter purification by silica gel chromatography

Sources & evidence

ORD record
ord-bab1b7bd777f47d3b231cfa55d94dfe9
Source dataset
uspto-grants-2014_04
Patent number
US08703768B2

Reaction notes

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