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

HRID 390012Notes

Reaction equation

HRID 390012 reaction equation
C([O:5][C:6]([N:8]1[C:12]2[C:13](=[O:24])[N:14]([C:17]3[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=3)[CH2:15][CH2:16][C:11]=2[C:10]([NH2:25])=[N:9]1)=O)(C)(C)C.C(=O)([O-])[O-].[K+].[K+].ClC[CH2:34][C:35]([N:37]1[CH2:42][CH2:41][N:40]([C:43]2[CH:48]=[CH:47][C:46]([CH3:49])=[CH:45][C:44]=2[CH3:50])[CH2:39][CH2:38]1)=O>>[NH2:25][C:10]1[C:11]2[CH2:16][CH2:15][N:14]([C:17]3[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=3)[C:13](=[O:24])[C:12]=2[N:8]([C:6](=[O:5])[CH2:34][CH2:35][N:37]2[CH2:42][CH2:41][N:40]([C:43]3[CH:48]=[CH:47][C:46]([CH3:49])=[CH:45][C:44]=3[CH3:50])[CH2:39][CH2:38]2)[N:9]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 679970031-N-t-butoxycarbonyl-3-amino-4,5,6,7-tetrahydro-6-N-(p-tolyl)pyrazolo[3,4-c]pyridin-7-oneHCID 679970803-Chloro-1-{4-(2,4-dimethylphenyl)piperazin-1-yl}propan-1-one

Product 1

HCID 679969873-amino-1-[{4-(2,4-dimethylphenyl)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 (102.8 mg, 0.211 mmol, 55.7%) was yielded as white solid in the same manner as Example 1 by reacting 1-N-t-butoxycarbonyl-3-amino-4,5,6,7-tetrahydro-6-N-(p-tolyl)pyrazolo[3,4-c]pyridin-7-one (130 mg, 0.379 mmol) with potassium carbonate (57.6 mg, 0.417 mmol) and 3-chloro-1-{4-(2,4-dimethylphenyl)piperazin-1-yl}propan-1-one (111.7 mg, 0.398 mmol).

Sources & evidence

ORD record
ord-b70ff2f7247c4c8ab4923fb1a87b57d0
Source dataset
uspto-grants-2013_02
Patent number
US08383631B2

Reaction notes

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