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

HRID 390016Notes

Reaction equation

HRID 390016 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+].[CH3:25][O:26][C:27]1[C:44]([O:45][CH3:46])=[C:43]([O:47][CH3:48])[CH:42]=[CH:41][C:28]=1[CH2:29][N:30]1[CH2:35][CH2:34][N:33]([C:36](=O)[CH2:37]CCl)[CH2:32][CH2:31]1>>[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])[CH2:37][CH2:36][N:33]2[CH2:34][CH2:35][N:30]([CH2:29][C:28]3[CH:41]=[CH:42][C:43]([O:47][CH3:48])=[C:44]([O:45][CH3:46])[C:27]=3[O:26][CH3:25])[CH2:31][CH2:32]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 679970061-{4-(2,3,4-Trimethoxybenzyl)piperazin-1-yl}-3-chloropropan-1-one

Product 1

HCID 679970343-amino-1-[{4-(2,3,4-trimethoxybenzyl)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 (158.4 mg, 0.281 mmol, 53.8%) was yielded as white 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 (126.8 mg, 0.523 mmol) with potassium carbonate (108.3 mg, 0.784 mmol) and 1-{4-(2,3,4-trimethoxybenzyl)piperazin-1-yl}-3-chloropropan-1-one (205.1 mg, 0.575 mmol).

Sources & evidence

ORD record
ord-4cebd24ed50f448c8e720eb78a833e49
Source dataset
uspto-grants-2013_02
Patent number
US08383631B2

Reaction notes

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