Sodium borohydride → 2-(3,4-dimethoxy-benzyl)-7-[1-(1-hydroxyethyl)-5-hexenyl]-5-methylimidazo[5,1-f][1,2,4]triazin-4(3H)-one

HRID 890722Notes

Reaction equation

HRID 890722 reaction equation
[C:1]([CH:4]([C:10]1[N:18]2[C:13]([C:14](=[O:30])[NH:15][C:16]([CH2:19][C:20]3[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[C:22]([O:28][CH3:29])[CH:21]=3)=[N:17]2)=[C:12]([CH3:31])[N:11]=1)[CH2:5][CH2:6][CH2:7][CH:8]=[CH2:9])(=[O:3])[CH3:2].[BH4-].[Na+]>>[CH3:29][O:28][C:22]1[CH:21]=[C:20]([CH:25]=[CH:24][C:23]=1[O:26][CH3:27])[CH2:19][C:16]1[NH:15][C:14](=[O:30])[C:13]2=[C:12]([CH3:31])[N:11]=[C:10]([CH:4]([CH:1]([OH:3])[CH3:2])[CH2:5][CH2:6][CH2:7][CH:8]=[CH2:9])[N:18]2[N:17]=1

Participants

3

Reactant 2

HCID 4311764Sodium borohydrideHCID 1355327937-(1-acetyl-5-hexenyl)-2-(3,4-dimethoxybenzyl)-5-methylimidazo[5,1-f][1,2,4]triazin-4(3H)-one

Product 1

HCID 1354534382-(3,4-dimethoxy-benzyl)-7-[1-(1-hydroxyethyl)-5-hexenyl]-5-methylimidazo[5,1-f][1,2,4]triazin-4(3H)-one

Procedure

90 mg (0.20 mmol) of 7-(1-acetyl-5-hexenyl)-2-(3,4-dimethoxylbenzyl)-5-methylimidazo[5,1-f][1,2,4]triazin-4(3H)-one (Example 7) are reacted analogously to Example 8 with 8 mg (0.20 mmol) of sodium borohydride to give 2-(3,4-dimethoxybenzyl)-7-[1-(1-hydroxyethyl)-5-hexenyl]-5-methylimidazo[5,1-f][1,2,4]triazin-4(3H)-one.

Sources & evidence

ORD record
ord-ebb504e0cda149eb8d34d51f5c00ca7f
Source dataset
uspto-grants-2006_02
Patent number
US06998402B2

Reaction notes

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