2-Chloropyrimidine → HCID 23725967, compound

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([C:13]3[N:14]=[CH:15][NH:16][CH:17]=3)=[C:11]([CH3:18])[O:10][N:9]=2)=[CH:4][CH:3]=1.Cl[C:20]1[N:25]=[CH:24][CH:23]=[CH:22][N:21]=1>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([C:13]3[N:14]=[CH:15][N:16]([C:20]4[N:25]=[CH:24][CH:23]=[CH:22][N:21]=4)[CH:17]=3)=[C:11]([CH3:18])[O:10][N:9]=2)=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 744042-Chloropyrimidine

HCID 178434995HCID 178434995, compound

Product 1

HCID 23725967HCID 23725967, compoundYield 58%

Procedure

As described for Example 46, 3-(4-fluoro-phenyl)-4-(1H-imidazol-4-yl)-5-methyl-isoxazole (97 mg, 0.4 mmol) using 2-chloropyrimidine instead of 4-fluoroacetophenone was converted to the title compound (75 mg, 58%) as a light yellow solid. MS: m/e=322.1 [M+H]+.

Sources & evidence

ORD record: ord-1835f0229fb340949fbec1622b62ab01
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07414061B2

Reaction notes

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