1-(2-Fluorophenyl)-1,3-propanediamine → 2-((3-Amino-3-(2-fluorophenyl)propyl)-amino)-5-(4-fluorophenyl)-3-methyl-6-(4-pyridyl)-4(3H)-pyrimidinone

HRID 2229764Notes

Reaction equation

HRID 2229764 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9](=[O:23])[N:10]([CH3:22])[C:11](SC)=[N:12][C:13]=2[C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)=[CH:4][CH:3]=1.[F:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[CH:31]([NH2:35])[CH2:32][CH2:33][NH2:34]>>[NH2:35][CH:31]([C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=1[F:24])[CH2:32][CH2:33][NH:34][C:11]1[N:10]([CH3:22])[C:9](=[O:23])[C:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)=[C:13]([C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)[N:12]=1

Participants

3

Reactant 2

HCID 223465761-(2-Fluorophenyl)-1,3-propanediamineHCID 223466205-(4-fluorophenyl)-3-methyl-2-methylthio-6-(4-pyridyl)-4(3H)-pyrimidinone

Product 1

HCID 187678932-((3-Amino-3-(2-fluorophenyl)propyl)-amino)-5-(4-fluorophenyl)-3-methyl-6-(4-pyridyl)-4(3H)-pyrimidinone

Procedure

2-34 2-((3-Amino-3-(2-fluorophenyl)propyl)-amino)-5-(4-fluorophenyl)-3-methyl-6-(4-pyridyl)-4(3H)-pyrimidinone was prepared from 5-(4-fluorophenyl)-3-methyl-2-methylthio-6-(4-pyridyl)-4(3H)-pyrimidinone and 1-(2-fluorophenyl)-1,3-propanediamine according to the General Procedure. The reaction was done at 190° C. for 3 h. MS (m/z): 448.1 (M+H)+; C25H23F2N5O requir. 447.5 (free base).

Sources & evidence

ORD record
ord-97a233b657f24fe89e973ca5e04b3472
Source dataset
uspto-grants-2002_07
Patent number
US06420385B1

Reaction notes

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