Morpholine → 1-(4-(4-(5-Chloro-4-(5-methyl-1H-pyrazol-3-ylamino)pyrimidin-2-ylamino)-2,5-dimethylphenyl)piperidin-1-yl)-3-morpholinopropan-1-one

HRID 536395Notes

Reaction equation

HRID 536395 reaction equation
[Cl:1][C:2]1[C:3]([NH:27][C:28]2[CH:32]=[C:31]([CH3:33])[NH:30][N:29]=2)=[N:4][C:5]([NH:8][C:9]2[C:14]([CH3:15])=[CH:13][C:12]([CH:16]3[CH2:21][CH2:20][N:19]([C:22](=[O:25])[CH:23]=[CH2:24])[CH2:18][CH2:17]3)=[C:11]([CH3:26])[CH:10]=2)=[N:6][CH:7]=1.[NH:34]1[CH2:39][CH2:38][O:37][CH2:36][CH2:35]1>CN(C=O)C>[Cl:1][C:2]1[C:3]([NH:27][C:28]2[CH:32]=[C:31]([CH3:33])[NH:30][N:29]=2)=[N:4][C:5]([NH:8][C:9]2[C:14]([CH3:15])=[CH:13][C:12]([CH:16]3[CH2:17][CH2:18][N:19]([C:22](=[O:25])[CH2:23][CH2:24][N:34]4[CH2:39][CH2:38][O:37][CH2:36][CH2:35]4)[CH2:20][CH2:21]3)=[C:11]([CH3:26])[CH:10]=2)=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 671554371-(4-(4-(5-chloro-4-(5-methyl-1H-pyrazol-3-ylamino)pyrimidin-2-ylamino)-2,5-dimethylphenyl)piperidin-1-yl)prop-2-en-1-one

Product 1

HCID 582551321-(4-(4-(5-Chloro-4-(5-methyl-1H-pyrazol-3-ylamino)pyrimidin-2-ylamino)-2,5-dimethylphenyl)piperidin-1-yl)-3-morpholinopropan-1-one

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 1-(4-(4-(5-chloro-4-(5-methyl-1H-pyrazol-3-ylamino)pyrimidin-2-ylamino)-2,5-dimethylphenyl)piperidin-1-yl)prop-2-en-1-one (41 mg, 0.88 mmol) and morpholine (0.1 mL) in DMF (1 mL) was stirred at rt overnight. The crude product was purified by RP-HPLC to give 1-(4-(4-(5-Chloro-4-(5-methyl-1H-pyrazol-3-ylamino)pyrimidin-2-ylamino)-2,5-dimethylphenyl)piperidin-1-yl)-3-morpholinopropan-1-one as a white powder; ESMS m/z 553.2 (M+H+).

Workup

  1. customThe crude product was purified by RP-HPLC

Sources & evidence

ORD record
ord-e712f526d7b442cf945b9523e33fd967
Source dataset
uspto-grants-2014_10
Patent number
US08859574B2

Reaction notes

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