Potassium Carbonate → 3-amino-1-[{4-(2,4,5-trimethylphenyl)piperazin-1-yl}propanoyl]-6-N-(p-tolyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridin-7-one

HRID 390030Notes

Reaction equation

HRID 390030 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]([CH3:17])=[CH:13][CH:12]=3)[C:6](=[O:18])[C:5]=2[NH:4][N:3]=1.[C:19](=[O:22])([O-])[O-].[K+].[K+].ClC[CH2:27][C:28]([N:30]1[CH2:35][CH2:34][N:33]([C:36]2[CH:41]=[C:40]([CH3:42])[C:39]([CH3:43])=[CH:38][C:37]=2[CH3:44])[CH2:32][CH2:31]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]([CH3:17])=[CH:13][CH:12]=3)[C:6](=[O:18])[C:5]=2[N:4]([C:19](=[O:22])[CH2:27][CH2:28][N:30]2[CH2:35][CH2:34][N:33]([C:36]3[CH:41]=[C:40]([CH3:42])[C:39]([CH3:43])=[CH:38][C:37]=3[CH3:44])[CH2:32][CH2:31]2)[N:3]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 679969973-amino-5,6-dihydro-6-p-tolyl-1H-pyrazolo[3,4-c]pyridin-7(4H)-oneHCID 679970643-Chloro-1-(4-(2,4,5-trimethylphenyl)piperazin-1-yl)propan-1-one

Product 1

HCID 679971273-amino-1-[{4-(2,4,5-trimethylphenyl)piperazin-1-yl}propanoyl]-6-N-(p-tolyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridin-7-one

Procedure

A target compound (107.5 mg, 0.214 mmol, 53.7%) was yielded as solid in the same manner as Example 1 by reacting 3-amino-5,6-dihydro-6-N-(p-tolyl)-1H-pyrazolo[3,4-c]pyridin-7(4H)-one (97 mg, 0.4 mmol) with potassium carbonate (82.9 mg, 0.6 mmol) and 3-chloro-1-{4-(2,4,5-trimethylphenyl)piperazin-1-yl}propan-1-one (129.7 mg, 0.44 mmol).

Sources & evidence

ORD record
ord-68f296c05ad84f44b582476245de8fef
Source dataset
uspto-grants-2013_02
Patent number
US08383631B2

Reaction notes

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