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

HRID 390019Notes

Reaction equation

HRID 390019 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]([O:17][CH3:18])=[CH:13][CH:12]=3)[C:6](=[O:19])[C:5]=2[NH:4][N:3]=1.[C:20](=[O:23])([O-])[O-].[K+].[K+].[CH3:26][C:27]1[CH:44]=[C:43]([CH3:45])[CH:42]=[C:41]([CH3:46])[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]([O:17][CH3:18])=[CH:13][CH:12]=3)[C:6](=[O:19])[C:5]=2[N:4]([C:20](=[O:23])[CH2:37][CH2:36][N:33]2[CH2:34][CH2:35][N:30]([CH2:29][C:28]3[C:41]([CH3:46])=[CH:42][C:43]([CH3:45])=[CH:44][C:27]=3[CH3:26])[CH2:31][CH2:32]2)[N:3]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 679969941-{4-(2,4,6-Trimethylbenzyl)piperazin-1-yl}-3-chloropropan-1-oneHCID 679970313-amino-5,6-dihydro-6-N-(4-methoxyphenyl)-1H-pyrazolo[3,4-c]pyridin-7(4H)-one

Product 1

HCID 679970073-amino-1-[{4-(2,4,6-trimethylbenzyl)piperazin-1-yl}propanoyl]-6-N-(p-methoxyphenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridin-7-one

Procedure

A target compound (81.2 mg, 0.153 mmol, 32.9%) was yielded as white solid in the same manner as Example 1 by reacting 3-amino-5,6-dihydro-6-N-(4-methoxyphenyl)-1H-pyrazolo[3,4-c]pyridin-7(4H)-one (120 mg, 0.464 mmol) with potassium carbonate (96.2 mg, 0.696 mmol) and 1-{4-(2,4,6-trimethylbenzyl)piperazin-1-yl}-3-chloropropan-1-one (157.5 mg, 0.510 mmol).

Sources & evidence

ORD record
ord-0390595ab45a4eafb057653882b46cfb
Source dataset
uspto-grants-2013_02
Patent number
US08383631B2

Reaction notes

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