Butylamine → 6-amino-5-(N-butylaminomethyl)-3-methyl-1-phenyl-2,4 (1H, 3H)-pyrimidinedione

HRID 1417712Notes

Reaction equation

HRID 1417712 reaction equation
[NH2:1][C:2]1[N:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:6](=[O:14])[N:5]([CH3:15])[C:4](=[O:16])[C:3]=1[CH:17]=O.[CH2:19]([NH2:23])[CH2:20][CH2:21][CH3:22]>>[NH2:1][C:2]1[N:7]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:6](=[O:14])[N:5]([CH3:15])[C:4](=[O:16])[C:3]=1[CH2:17][NH:23][CH2:19][CH2:20][CH2:21][CH3:22]

Participants

3

Reactant 2

HCID 8007ButylamineHCID 131340586-amino-5-formyl-3-methyl-1-phenyl-2,4 (1H, 3H)-pyrimidinedione

Product 1

HCID 569960736-amino-5-(N-butylaminomethyl)-3-methyl-1-phenyl-2,4 (1H, 3H)-pyrimidinedione

Procedure

Reductive amination of 6-amino-5-formyl-3-methyl-1-phenyl-2,4 (1H, 3H) -pyrimidinedione with N-butylamine was performed in substantially the same manner as Example 18 to thereby give an intermediate, 6-amino-5-(N-butylaminomethyl)-3-methyl-1-phenyl-2,4 (1H, 3H)-pyrimidinedione. The intermediate was reacted with 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid by a conventional condensation method to give the title compound (yield 36%).

Sources & evidence

ORD record
ord-c9ab9fad4f344b64aa76a7645281973e
Source dataset
uspto-grants-1999_03
Patent number
US05877318

Reaction notes

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