Potassium Carbonate → 3-amino-1-{(4-phenylpiperazin-1-yl)propanoyl}-6-N-{p-(dimethylamino)phenyl}-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridin-7-one

HRID 390024Notes

Reaction equation

HRID 390024 reaction equation
[NH2:1][C:2]1[C:10]2[CH2:9][CH2:8][N:7]([C:11]3[CH:16]=[CH:15][C:14]([N:17]([CH3:19])[CH3:18])=[CH:13][CH:12]=3)[C:6](=[O:20])[C:5]=2[NH:4][N:3]=1.[C:21](=[O:24])([O-])[O-].[K+].[K+].ClC[CH2:29][C:30]([N:32]1[CH2:37][CH2:36][N:35]([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[CH2:34][CH2:33]1)=O>>[NH2:1][C:2]1[C:10]2[CH2:9][CH2:8][N:7]([C:11]3[CH:16]=[CH:15][C:14]([N:17]([CH3:18])[CH3:19])=[CH:13][CH:12]=3)[C:6](=[O:20])[C:5]=2[N:4]([C:21](=[O:24])[CH2:29][CH2:30][N:32]2[CH2:37][CH2:36][N:35]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[CH2:34][CH2:33]2)[N:3]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 2467973-Chloro-1-(4-phenylpiperazin-1-yl)propan-1-oneHCID 679973183-amino-6-N-(4-(dimethylamino)phenyl)-5,6-dihydro-1H-pyrazolo[3,4-c]pyridin-7(4H)-one

Product 1

HCID 679973173-amino-1-{(4-phenylpiperazin-1-yl)propanoyl}-6-N-{p-(dimethylamino)phenyl}-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridin-7-one

Procedure

A target compound (15.4 mg, 0.031 mmol, 7.8%) was yielded as solid in the same manner as Example 1 by reacting 3-amino-6-N-(4-(dimethylamino)phenyl)-5,6-dihydro-1H-pyrazolo[3,4-c]pyridin-7(4H)-one (110 mg, 0.405 mmol) with potassium carbonate (83.9 mg, 0.607 mmol) and 3-chloro-1-(4-phenylpiperazin-1-yl)propan-1-one (112.4 mg, 0.445 mmol).

Sources & evidence

ORD record
ord-0f8e77120ca8482e99acbc2d8762d142
Source dataset
uspto-grants-2013_02
Patent number
US08383631B2

Reaction notes

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