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

HRID 390010Notes

Reaction equation

HRID 390010 reaction equation
C(O[C:6]([N:8]1[C:12]2[C:13](=[O:24])[N:14]([C:17]3[CH:22]=[CH:21][C:20](C)=[CH:19][CH:18]=3)[CH2:15][CH2:16][C:11]=2[C:10]([NH2:25])=[N:9]1)=[O:7])(C)(C)C.[C:26](=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][CH:46]=[C:45]([CH3:49])[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:18]=[CH:19][C:20]([CH3:26])=[CH:21][CH:22]=3)[C:13](=[O:24])[C:12]=2[N:8]([C:6](=[O:7])[CH2:34][CH2:35][N:37]2[CH2:38][CH2:39][N:40]([C:43]3[CH:48]=[CH:47][CH:46]=[C:45]([CH3:49])[C:44]=3[CH3:50])[CH2:41][CH2:42]2)[N:9]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 46196463-Chloro-1-(4-(2,3-dimethylphenyl)piperazin-1-yl)propan-1-oneHCID 679970031-N-t-butoxycarbonyl-3-amino-4,5,6,7-tetrahydro-6-N-(p-tolyl)pyrazolo[3,4-c]pyridin-7-one

Product 1

HCID 679975273-amino-1-[{4-(2,3-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 (80.9 mg, 0.166 mmol, 47.5%) 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 (120 mg, 0.350 mmol) with potassium carbonate (53.2 mg, 0.385 mmol) and 3-chloro-1-(4-(2,3-dimethylphenyl)piperazin-1-yl)propan-1-one (103.0 mg, 0.367 mmol).

Sources & evidence

ORD record
ord-87d7a954a3c74cf79d8191579be4f048
Source dataset
uspto-grants-2013_02
Patent number
US08383631B2

Reaction notes

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