2,4-Dichloro-5-fluoropyrimidine → 4-[2-(Benzyloxy)-4-fluorophenyl]-2-chloro-5-fluoropyrimidine

HRID 514696Notes

Reaction equation

HRID 514696 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([F:9])=[CH:4][N:3]=1.[CH2:10]([O:17][C:18]1[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:19]=1B(O)O)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[CH2:10]([O:17][C:18]1[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:19]=1[C:6]1[C:5]([F:9])=[CH:4][N:3]=[C:2]([Cl:1])[N:7]=1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 2507052,4-Dichloro-5-fluoropyrimidineHCID 27826652-Benzyloxy-4-fluorophenylboronic acid

Product 1

HCID 867296104-[2-(Benzyloxy)-4-fluorophenyl]-2-chloro-5-fluoropyrimidine

Procedure

was prepared under similar conditions as described in the preparation of Intermediate 1.4. using 2,4-dichloro-5-fluoropyrimidine (Aldrich Chemical Company Inc.) and [2-(benzyloxy)-4-fluorophenyl]boronic acid (ABCR GmbH & CO. KG). The batch was purified by column chromatography (hexane/ethyl acetate 1:1).

Workup

  1. customwas prepared under similar conditions
  2. customThe batch was purified by column chromatography (hexane/ethyl acetate 1:1)

Sources & evidence

ORD record
ord-c40b17f470534ce1aec014725c2a9b29
Source dataset
uspto-grants-2015_08
Patent number
US09108926B2

Reaction notes

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