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

HRID 390020Notes

Reaction equation

HRID 390020 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][O:27][C:28]1[C:45]([O:46][CH3:47])=[C:44]([O:48][CH3:49])[CH:43]=[CH:42][C:29]=1[CH2:30][N:31]1[CH2:36][CH2:35][N:34]([C:37](=O)[CH2:38]CCl)[CH2:33][CH2:32]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])[CH2:38][CH2:37][N:34]2[CH2:35][CH2:36][N:31]([CH2:30][C:29]3[CH:42]=[CH:43][C:44]([O:48][CH3:49])=[C:45]([O:46][CH3:47])[C:28]=3[O:27][CH3:26])[CH2:32][CH2:33]2)[N:3]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 679970061-{4-(2,3,4-Trimethoxybenzyl)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 679975363-amino-1-[{4-(2,3,4-trimethoxybenzyl)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 (136.1 mg, 0.235 mmol, 46.8%) 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 (129.8 mg, 0.502 mmol) with potassium carbonate (104.0 mg, 0.753 mmol) and 1-{4-(2,3,4-trimethoxybenzyl)piperazin-1-yl}-3-chloropropan-1-one (196.9 mg, 0.552 mmol).

Sources & evidence

ORD record
ord-305ec7145bd542049f1f52e09fd82ddd
Source dataset
uspto-grants-2013_02
Patent number
US08383631B2

Reaction notes

Loading…