Pyrimidin-5-amine → 2-Cyclobutyl-5-(pyrimidin-5-ylamino)-pyrimidine-4-carboxylic acid (1-methyl-5-methylcarbamoyl-1H-pyrazol-4-yl)-amide

HRID 467756Notes

Reaction equation

HRID 467756 reaction equation
[CH3:1][N:2]1[C:6]([C:7](=[O:10])[NH:8][CH3:9])=[C:5]([NH:11][C:12]([C:14]2[C:19](Br)=[CH:18][N:17]=[C:16]([CH:21]3[CH2:24][CH2:23][CH2:22]3)[N:15]=2)=[O:13])[CH:4]=[N:3]1.[NH2:25][C:26]1[CH:27]=[N:28][CH:29]=[N:30][CH:31]=1>>[CH3:1][N:2]1[C:6]([C:7](=[O:10])[NH:8][CH3:9])=[C:5]([NH:11][C:12]([C:14]2[C:19]([NH:25][C:26]3[CH:27]=[N:28][CH:29]=[N:30][CH:31]=3)=[CH:18][N:17]=[C:16]([CH:21]3[CH2:24][CH2:23][CH2:22]3)[N:15]=2)=[O:13])[CH:4]=[N:3]1

Participants

3

Reactant 2

HCID 344373Pyrimidin-5-amineHCID 866601965-Bromo-2-cyclobutyl-pyrimidine-4-carboxylic acid (1-methyl-5-methylcarbamoyl-1H-pyrazol-4-yl)-amide

Product 1

HCID 547598392-Cyclobutyl-5-(pyrimidin-5-ylamino)-pyrimidine-4-carboxylic acid (1-methyl-5-methylcarbamoyl-1H-pyrazol-4-yl)-amide

Procedure

The product was obtained starting from 5-bromo-2-cyclobutyl-pyrimidine-4-carboxylic acid (1-methyl-5-methylcarbamoyl-1H-pyrazol-4-yl)-amide (23 mg, 58 μmol) and 5-aminopyrimidine (8 mg, 82 μmol) according to the method described in example A-1, step 2 after purification by preparative HPLC using an acetonitrile/water gradient as yellow solid (1 mg, 5%).

Workup

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

Sources & evidence

ORD record
ord-ef2e472150e54778862f3bdf5492beae
Source dataset
uspto-grants-2014_01
Patent number
US08623866B2

Reaction notes

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