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

HRID 390015Notes

Reaction equation

HRID 390015 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+].[C:25]([C:29]1[CH:46]=[CH:45][C:32]([CH2:33][N:34]2[CH2:39][CH2:38][N:37]([C:40](=O)[CH2:41]CCl)[CH2:36][CH2:35]2)=[CH:31][CH:30]=1)([CH3:28])([CH3:27])[CH3:26]>>[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])[CH2:41][CH2:40][N:37]2[CH2:36][CH2:35][N:34]([CH2:33][C:32]3[CH:31]=[CH:30][C:29]([C:25]([CH3:26])([CH3:28])[CH3:27])=[CH:46][CH:45]=3)[CH2:39][CH2:38]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 679973301-{4-(4-t-Butylbenzyl)piperazin-1-yl}-3-chloropropan-1-one

Product 1

HCID 679970823-amino-1-[{4-(4-t-butylbenzyl)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 (109.8 mg, 0.207 mmol, 50.4%) 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 (100 mg, 0.412 mmol) with potassium carbonate (85.4 mg, 0.618 mmol) and 1-{4-(4-t-butylbenzyl)piperazin-1-yl}-3-chloropropan-1-one (146.2 mg, 0.453 mmol).

Sources & evidence

ORD record
ord-aa7d387585184b61bed172b92f023131
Source dataset
uspto-grants-2013_02
Patent number
US08383631B2

Reaction notes

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