Sodium borohydride → 2-(3,4-dimethoxybenzyl)-7-[1-(1-hydroxyethyl)-1-methyl-4-phenylbutyl]-5-methylimidazo-[5,1-f][1,2,4]triazin-4(3H)-one

HRID 1368325Notes

Reaction equation

[C:1]([C:4]([C:15]1[N:23]2[C:18]([C:19](=[O:35])[NH:20][C:21]([CH2:24][C:25]3[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[C:27]([O:33][CH3:34])[CH:26]=3)=[N:22]2)=[C:17]([CH3:36])[N:16]=1)([CH3:14])[CH2:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(=[O:3])[CH3:2].[BH4-].[Na+]>>[CH3:34][O:33][C:27]1[CH:26]=[C:25]([CH:30]=[CH:29][C:28]=1[O:31][CH3:32])[CH2:24][C:21]1[NH:20][C:19](=[O:35])[C:18]2=[C:17]([CH3:36])[N:16]=[C:15]([C:4]([CH:1]([OH:3])[CH3:2])([CH3:14])[CH2:5][CH2:6][CH2:7][C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=3)[N:23]2[N:22]=1

Participants

Reactant 2

HCID 4311764Sodium borohydride

HCID 1355284587-(1-acetyl-1-methyl-4-phenylbutyl)-2-(3,4-dimethoxy-benzyl)-5-methylimidazo[5,1-f][1,2,4]triazin-4(3H)-one

Product 1

HCID 1358247322-(3,4-dimethoxybenzyl)-7-[1-(1-hydroxyethyl)-1-methyl-4-phenylbutyl]-5-methylimidazo-[5,1-f][1,2,4]triazin-4(3H)-one

Procedure

100 mg (0.20 mmol) of 7-(1-acetyl-1-methyl-4-phenylbutyl)-2-(3,4-dimethoxy-benzyl)-5-methylimidazo[5,1-f][1,2,4]triazin-4(3H)-one are reacted analogously to Example 12 with 23 mg (0.60 mmol) sodium borohydride to give 2-(3,4-dimethoxybenzyl)-7-[1-(1-hydroxyethyl)-1-methyl-4-phenylbutyl]-5-methylimidazo-[5,1-f][1,2,4]triazin-4(3H)-one.

Sources & evidence

ORD record: ord-51a6de8de21d44859f290aa69af5daaa
Source dataset: uspto-grants-2003_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06573263B2

Reaction notes

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