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

HRID 390032Notes

Reaction equation

HRID 390032 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]=[CH:40][C:39](C3CCCCC3)=[CH:38][CH:37]=2)[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[CH2:31][CH2:32][N:33]([C:36]3[CH:37]=[CH:38][CH:39]=[CH:40][C:41]=3[CH:11]3[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]3)[CH2:34][CH2:35]2)[N:3]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 679969623-Chloro-1-(4-(4-cyclohexylphenyl)piperazin-1-yl)propan-1-oneHCID 679969973-amino-5,6-dihydro-6-p-tolyl-1H-pyrazolo[3,4-c]pyridin-7(4H)-one

Product 1

HCID 679970123-amino-1-[{4-(cyclohexylphenyl)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 (136.1 mg, 0.251 mmol, 67.8%) 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 (90 mg, 0.371 mmol) with potassium carbonate (76.8 mg, 0.556 mmol) and 3-chloro-1-{4-(4-cyclohexylphenyl)piperazin-1-yl}propan-1-one (136.6 mg, 0.408 mmol).

Sources & evidence

ORD record
ord-112fbc7ca63844bfa99c2d5e243700a7
Source dataset
uspto-grants-2013_02
Patent number
US08383631B2

Reaction notes

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