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

HRID 390014Notes

Reaction equation

HRID 390014 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][C:26]1[CH:43]=[C:42]([CH3:44])[CH:41]=[C:40]([CH3:45])[C:27]=1[CH2:28][N:29]1[CH2:34][CH2:33][N:32]([C:35](=O)[CH2:36]CCl)[CH2:31][CH2:30]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])[CH2:36][CH2:35][N:32]2[CH2:33][CH2:34][N:29]([CH2:28][C:27]3[C:40]([CH3:45])=[CH:41][C:42]([CH3:44])=[CH:43][C:26]=3[CH3:25])[CH2:30][CH2:31]2)[N:3]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 679969941-{4-(2,4,6-Trimethylbenzyl)piperazin-1-yl}-3-chloropropan-1-oneHCID 679969973-amino-5,6-dihydro-6-p-tolyl-1H-pyrazolo[3,4-c]pyridin-7(4H)-one

Product 1

HCID 679975253-amino-1-[{4-(2,4,6-trimethylbenzyl)piperazin-1-yl}propanoyl]-6-N-(p-tolyl)-4,5,6,7-tetrahydro-1-H-pyrazolo[3,4-c]pyridin-7-one

Procedure

A target compound (130.2 mg, 0.253 mmol, 56.7%) was yielded as yellow 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 (108.2 mg, 0.446 mmol) with potassium carbonate (92.4 mg, 0.669 mmol) and 1-{4-(2,4,6-trimethylbenzyl)piperazin-1-yl}-3-chloropropan-1-one (151.3 mg, 0.490 mmol).

Sources & evidence

ORD record
ord-27f4b1ab13b44e3fb93070ded8d29c79
Source dataset
uspto-grants-2013_02
Patent number
US08383631B2

Reaction notes

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