4-amino-N,1-dimethyl-1H-pyrazole-5-carboxamide → 6-Methoxy-3-(pyrimidin-5-ylamino)-pyrazine-2-carboxylic acid (1-methyl-5-methylcarbamoyl-1H-pyrazol-4-yl)-amide

HRID 467779Notes

Reaction equation

HRID 467779 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[C:7]([C:9]([OH:11])=O)[C:6]([NH:12][C:13]2[CH:14]=[N:15][CH:16]=[N:17][CH:18]=2)=[N:5][CH:4]=1.[CH3:19][NH:20][C:21]([C:23]1[N:24]([CH3:29])[N:25]=[CH:26][C:27]=1[NH2:28])=[O:22]>>[CH3:29][N:24]1[C:23]([C:21](=[O:22])[NH:20][CH3:19])=[C:27]([NH:28][C:9]([C:7]2[C:6]([NH:12][C:13]3[CH:14]=[N:15][CH:16]=[N:17][CH:18]=3)=[N:5][CH:4]=[C:3]([O:2][CH3:1])[N:8]=2)=[O:11])[CH:26]=[N:25]1

Participants

3

Reactant 2

HCID 64853704-amino-N,1-dimethyl-1H-pyrazole-5-carboxamideHCID 700979836-Methoxy-3-(pyrimidin-5-ylamino)-pyrazine-2-carboxylic acid

Product 1

HCID 547594596-Methoxy-3-(pyrimidin-5-ylamino)-pyrazine-2-carboxylic acid (1-methyl-5-methylcarbamoyl-1H-pyrazol-4-yl)-amide

Procedure

The product was obtained starting from 6-methoxy-3-(pyrimidin-5-ylamino)-pyrazine-2-carboxylic acid (50 mg, 0.18 mmol) and 4-amino-2-methyl-2H-pyrazole-3-carboxylic acid methylamide (36 mg, 0.23 mmol) according to the method described in example 64, step 6 after purification by preparative HPLC using an acetonitrile/water gradient as yellow solid (16 mg, 22%).

Workup

  1. customThe product was obtained
  2. customafter purification by preparative HPLC

Sources & evidence

ORD record
ord-14d254cd054f469b890ebc8aab5fadce
Source dataset
uspto-grants-2014_01
Patent number
US08623866B2

Reaction notes

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