Potassium Carbonate → 3-amino-1-[{4-(2,4,6-trimethylbenzyl)piperazin-1-yl}propanoyl]-6-N-phenyl-4,5,6,7-tetrahydropyrazolo[3,4-c]pyridin-7-one

HRID 390022Notes

Reaction equation

HRID 390022 reaction equation
[NH2:1][C:2]1[C:10]2[CH2:9][CH2:8][N:7]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:6](=[O:17])[C:5]=2[NH:4][N:3]=1.[C:18](=[O:21])([O-])[O-].[K+].[K+].ClC[CH2:26][C:27]([N:29]1[CH2:34][CH2:33][N:32]([CH2:35][C:36]2[C:41]([CH3:42])=[CH:40][C:39]([CH3:43])=[CH:38][C:37]=2[CH3:44])[CH2:31][CH2:30]1)=O>>[NH2:1][C:2]1[C:10]2[CH2:9][CH2:8][N:7]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:6](=[O:17])[C:5]=2[N:4]([C:18](=[O:21])[CH2:26][CH2:27][N:29]2[CH2:34][CH2:33][N:32]([CH2:35][C:36]3[C:41]([CH3:42])=[CH:40][C:39]([CH3:43])=[CH:38][C:37]=3[CH3:44])[CH2:31][CH2:30]2)[N:3]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 679969941-{4-(2,4,6-Trimethylbenzyl)piperazin-1-yl}-3-chloropropan-1-oneHCID 679970733-amino-5,6-dihydro-6-phenyl-1H-pyrazolo[3,4-c]pyridin-7(4H)-one

Product 1

HCID 679969743-amino-1-[{4-(2,4,6-trimethylbenzyl)piperazin-1-yl}propanoyl]-6-N-phenyl-4,5,6,7-tetrahydropyrazolo[3,4-c]pyridin-7-one

Procedure

A target compound (92.7 mg, 0.185 mmol, 35.3%) was yielded in the same manner as Example 1 by reacting 3-amino-5,6-dihydro-6-phenyl-1H-pyrazolo[3,4-c]pyridin-7(4H)-one (120 mg, 0.525 mmol) with potassium carbonate (108.7 mg, 0.787 mmol) and 3-chloro-1-{4-(2,4,6-trimethylbenzyl)piperazin-1-yl}propan-1-one (178.2 mg, 0.577 mmol).

Sources & evidence

ORD record
ord-15b1118ad95d40c9bac6063b0311681f
Source dataset
uspto-grants-2013_02
Patent number
US08383631B2

Reaction notes

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