(3,4-Dimethoxyphenyl)acetyl chloride → 6-(3,4-Dimethoxy-benzyl)-1-[1-(1-hydroxy-ethyl)-4-phenyl-butyl]-1,5-dihydro-pyrazolo-[3,4-d]pyrimidin-4-one

HRID 566330Notes

Reaction equation

HRID 566330 reaction equation
[NH2:1][C:2]1[N:6]([CH:7]([CH:17]([OH:19])[CH3:18])[CH2:8][CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:5]=[CH:4][C:3]=1[C:20]([NH2:22])=[O:21].[CH3:23][O:24][C:25]1[CH:26]=[C:27]([CH2:33][C:34](Cl)=O)[CH:28]=[CH:29][C:30]=1[O:31][CH3:32]>>[CH3:23][O:24][C:25]1[CH:26]=[C:27]([CH:28]=[CH:29][C:30]=1[O:31][CH3:32])[CH2:33][C:34]1[NH:22][C:20](=[O:21])[C:3]2[CH:4]=[N:5][N:6]([CH:7]([CH:17]([OH:19])[CH3:18])[CH2:8][CH2:9][CH2:10][C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:2]=2[N:1]=1

Participants

3

Reactant 2

HCID 3604458(3,4-Dimethoxyphenyl)acetyl chlorideHCID 212660785-Amino-1-[1-(1-hydroxy-ethyl)-4-phenyl-butyl]-1H-pyrazole-4-carboxamide

Product 1

HCID 1357028766-(3,4-Dimethoxy-benzyl)-1-[1-(1-hydroxy-ethyl)-4-phenyl-butyl]-1,5-dihydro-pyrazolo-[3,4-d]pyrimidin-4-one

Procedure

Starting from 400 mg (1.32 mmol) of 5-amino-1-[1-(1-hydroxy-ethyl)-4-phenyl-butyl]-1H-pyrazol-4-carboxamide and 711 mg (3.32 mmol) of 3,4-dimethoxyphenylacetylchloride, the title compound is obtained analogously to the protocol of Example 13.

Sources & evidence

ORD record
ord-8cf9e19ebec3430c822e5f8a2cc92847
Source dataset
uspto-grants-2001_01
Patent number
US06174884B1

Reaction notes

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