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

HRID 390013Notes

Reaction equation

HRID 390013 reaction equation
C([O:5][C:6]([N:8]1[C:12]2[C:13](=[O:24])[N:14]([C:17]3[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=3)[CH2:15][CH2:16][C:11]=2[C:10]([NH2:25])=[N:9]1)=O)(C)(C)C.C(=O)([O-])[O-].[K+].[K+].[O:32]1[C:36]2[CH:37]=[CH:38][C:39]([CH2:41][N:42]3[CH2:47][CH2:46][N:45]([C:48](=O)[CH2:49]CCl)[CH2:44][CH2:43]3)=[CH:40][C:35]=2[O:34][CH2:33]1>>[NH2:25][C:10]1[C:11]2[CH2:16][CH2:15][N:14]([C:17]3[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=3)[C:13](=[O:24])[C:12]=2[N:8]([C:6](=[O:5])[CH2:49][CH2:48][N:45]2[CH2:46][CH2:47][N:42]([CH2:41][C:39]3[CH:38]=[CH:37][C:36]4[O:32][CH2:33][O:34][C:35]=4[CH:40]=3)[CH2:43][CH2:44]2)[N:9]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 41308871-[4-{(Benzo[d][1,3]dioxol-5-yl)methyl}piperazin-1-yl]-3-chloropropan-1-oneHCID 679970031-N-t-butoxycarbonyl-3-amino-4,5,6,7-tetrahydro-6-N-(p-tolyl)pyrazolo[3,4-c]pyridin-7-one

Product 1

HCID 679969983-amino-1-[{4-((benzo[d][1,3]dioxol-5-yl)methyl)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 (101.7 mg, 0.196 mmol, 51.9%) was yielded as white solid in the same manner as Example 1 by reacting 1-N-t-butoxycarbonyl-3-amino-4,5,6,7-tetrahydro-6-N-(p-tolyl)pyrazolo[3,4-c]pyridin-7-one (130 mg, 0.379 mmol) with potassium carbonate (57.6 mg, 0.417 mmol) and 1-[4-{(benzo[d][1,3]dioxol-5-yl)methyl}piperazin-1-yl]-3-chloropropan-1-one (123.7 mg, 0.398 mmol).

Sources & evidence

ORD record
ord-ca2cb87578a54e3eba48c073e1bab3ab
Source dataset
uspto-grants-2013_02
Patent number
US08383631B2

Reaction notes

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