4-Amino-2-hydroxy-6-methylpyrimidine → 2-Chloromethyl-6-(4-fluoro-phenyl)-7-methyl-6H-imidazo[1,2-c]pyrimidin-5-one

HRID 538230Notes

Reaction equation

HRID 538230 reaction equation
N[C:2]1C=C(C)NC(=O)N=1.FC1C=CC(B(O)O)=CC=1.NC1C=CN(C2C=CC(F)=CC=2)C(=O)N=1.[Cl:35][CH2:36][C:37]1[N:38]=[C:39]2[CH:44]=[CH:43][N:42]([C:45]3[CH:50]=[CH:49][C:48]([F:51])=[CH:47][CH:46]=3)[C:41](=[O:52])[N:40]2[CH:53]=1>>[Cl:35][CH2:36][C:37]1[N:38]=[C:39]2[CH:44]=[C:43]([CH3:2])[N:42]([C:45]3[CH:46]=[CH:47][C:48]([F:51])=[CH:49][CH:50]=3)[C:41](=[O:52])[N:40]2[CH:53]=1

Participants

5

Reactant 4

HCID 1386904-Amino-2-hydroxy-6-methylpyrimidineHCID 2856454-Fluorophenylboronic acidHCID 682901544-amino-1-(4-fluoro-phenyl)-1H-pyrimidin-2-oneHCID 682908442-chloromethyl-6-(4-fluoro-phenyl)-6H-imidazo[1,2-c]pyrimidin-5-one

Product 1

HCID 682903472-Chloromethyl-6-(4-fluoro-phenyl)-7-methyl-6H-imidazo[1,2-c]pyrimidin-5-one

Procedure

2-Chloromethyl-6-(4-fluoro-phenyl)-7-methyl-6H-imidazo[1,2-c]pyrimidin-5-one was prepared from 4-amino-6-methyl-1H-pyrimidin-2-one and 4-fluorophenylboronic acid using the methods as described above for the preparation of 4-amino-1-(4-fluoro-phenyl)-1H-pyrimidin-2-one and 2-chloromethyl-6-(4-fluoro-phenyl)-6H-imidazo[1,2-c]pyrimidin-5-one.

Sources & evidence

ORD record
ord-eb3dc79c048a4e869b745c04810dbdbf
Source dataset
uspto-grants-2014_10
Patent number
US08865725B2

Reaction notes

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