2-Chloro-6-fluorobenzyl bromide → 2-[(2-chloro-6-fluorophenyl)methylsulfanyl]-6-methyl-1H-pyrimidin-4-one

HRID 629954Notes

Reaction equation

HRID 629954 reaction equation
Br[CH2:2][C:3]1[C:8]([F:9])=[CH:7][CH:6]=[CH:5][C:4]=1[Cl:10].[CH3:11][C:12]1[N:17]=[C:16]([SH:18])[N:15]=[C:14]([OH:19])[CH:13]=1>>[Cl:10][C:4]1[CH:5]=[CH:6][CH:7]=[C:8]([F:9])[C:3]=1[CH2:2][S:18][C:16]1[N:15]=[C:14]([OH:19])[CH:13]=[C:12]([CH3:11])[N:17]=1

Participants

3

Reactant 2

HCID 27736252-Chloro-6-fluorobenzyl bromideHCID 178429541HCID 178429541, compound

Product 1

HCID 1784294842-[(2-chloro-6-fluorophenyl)methylsulfanyl]-6-methyl-1H-pyrimidin-4-oneYield 82%

Procedure

As per procedure from Example 1, 2-(bromomethyl)-1-chloro-3-fluorobenzene and 6-methyl-2-sulfanylpyrimidin-4-ol were reacted together to provide the title compound as a white solid (1.04 g, 82% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.19 (s, 3H), 4.53 (s, 2H), 6.01 (bs, 1H), 7.26 (m, 1H), 7.38 (m, 2H); M+282.06.

Sources & evidence

ORD record
ord-82b96a4fb60f456f8b88245cbb2d2841
Source dataset
uspto-grants-2016_04
Patent number
US09315521B2

Reaction notes

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