Methanol → 4-Chloro-2-[(3-chloro-2-fluorobenzyl)thio]-6-methoxypyrimidine

Reaction equation

[Cl:1][C:2]1[CH:7]=[C:6](Cl)[N:5]=[C:4]([S:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[C:12]=2[F:18])[N:3]=1.[H-].[Na+].[CH3:21][OH:22]>>[Cl:1][C:2]1[CH:7]=[C:6]([O:22][CH3:21])[N:5]=[C:4]([S:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[C:12]=2[F:18])[N:3]=1

Participants

Reactant 3

HCID 887Methanol

HCID 24758Sodium hydride

HCID 859280174,6-Dichloro-2-[(3-chloro-2-fluorobenzyl)thio]pyrimidine

Product 1

HCID 866198894-Chloro-2-[(3-chloro-2-fluorobenzyl)thio]-6-methoxypyrimidine

Procedure

The subtitle compound was prepared according to the procedure outlined in example 35 Step (i) using 4,6-dichloro-2-[(3-chloro-2-fluorobenzyl)thio]pyrimidine (prepared according to patent WO 2004/011443) (0.65 g), methanol (8 mL) and 60% sodium hydride (88 mg). Yield: 0.57 g.

Sources & evidence

ORD record: ord-c07ba6f46a6d49f4acb2b576bbc48aca
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08269002B2

Reaction notes

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