4-Fluorophenylboronic acid → 2-Chloromethyl-8-fluoro-6-(4-fluoro-phenyl)-6H-imidazo[1,2-c]pyrimidin-5-one

HRID 538237Notes

Reaction equation

HRID 538237 reaction equation
[F:1]C1C(N)=NC(=O)NC=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[C:44]([F:1])=[CH:43][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 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-oneHCID 178509021HCID 178509021, compound

Product 1

HCID 682903732-Chloromethyl-8-fluoro-6-(4-fluoro-phenyl)-6H-imidazo[1,2-c]pyrimidin-5-one

Procedure

2-Chloromethyl-8-fluoro-6-(4-fluoro-phenyl)-6H-imidazo[1,2-c]pyrimidin-5-one was prepared from 5-fluorocytosine 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-5f616c345c6540218dbdfaa70436322d
Source dataset
uspto-grants-2014_10
Patent number
US08865725B2

Reaction notes

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