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

HRID 2368337Notes

Reaction equation

HRID 2368337 reaction equation
C(O[C:4]([C:6]1[C:11]([NH:12][C:13]2[CH:14]=[N:15][CH:16]=[N:17][CH:18]=2)=[CH:10][N:9]=[C:8]([NH:19][CH2:20][CH2:21][O:22][CH3:23])[N:7]=1)=[O:5])C.Cl.[CH3:25][NH:26][C:27]([C:29]1[C:33]([NH2:34])=[CH:32][N:31]([CH3:35])[N:30]=1)=[O:28]>>[CH3:35][N:31]1[CH:32]=[C:33]([NH:34][C:4]([C:6]2[C:11]([NH:12][C:13]3[CH:18]=[N:17][CH:16]=[N:15][CH:14]=3)=[CH:10][N:9]=[C:8]([NH:19][CH2:20][CH2:21][O:22][CH3:23])[N:7]=2)=[O:5])[C:29]([C:27](=[O:28])[NH:26][CH3:25])=[N:30]1

Participants

3

Reactant 2

HCID 446308974-amino-N,1-dimethyl-1H-pyrazole-3-carboxamide hydrochlorideHCID 700975102-(2-Methoxy-ethylamino)-5-(pyrimidin-5-ylamino)-pyrimidine-4-carboxylic acid ethyl ester

Product 1

HCID 866601922-(2-Methoxy-ethylamino)-5-(pyrimidin-5-ylamino)-pyrimidine-4-carboxylic acid (1-methyl-3-methylcarbamoyl-1H-pyrazol-4-yl)-amide

Procedure

The product was obtained starting from 2-(2-methoxy-ethylamino)-5-(pyrimidin-5-ylamino)-pyrimidine-4-carboxylic acid ethyl ester (11 mg, 35 μmol) and 4-amino-1-methyl-1H-pyrazole-3-carboxylic acid methylamide hydrochloride (20 mg, 105 μmol) according to the method described in example 104 after purification by preparative HPLC using an acetonitrile/water gradient as yellow solid (0.5 mg, 3%).

Workup

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

Sources & evidence

ORD record
ord-2ae97e5e91cd485b891a6a4938d1e843
Source dataset
uspto-grants-2014_04
Patent number
US08703768B2

Reaction notes

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