2-Chloropyrimidine → HCID 23726021, compound

HRID 2219346Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([C:9]2[C:13]([C:14]3[N:15]=[CH:16][NH:17][CH:18]=3)=[C:12]([CH3:19])[O:11][N:10]=2)[CH:5]=[CH:6][C:7]=1[F:8].Cl[C:21]1[N:26]=[CH:25][CH:24]=[CH:23][N:22]=1>>[F:1][C:2]1[CH:3]=[C:4]([C:9]2[C:13]([C:14]3[N:15]=[CH:16][N:17]([C:21]4[N:26]=[CH:25][CH:24]=[CH:23][N:22]=4)[CH:18]=3)=[C:12]([CH3:19])[O:11][N:10]=2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

Reactant 2

HCID 744042-Chloropyrimidine

HCID 178435006HCID 178435006, compound

Product 1

HCID 23726021HCID 23726021, compoundYield 47%

Procedure

As described for Example 53, 3-(3,4-difluoro-phenyl)-4-(1H-imidazol-4-yl)-5-methyl-isoxazole (78 mg, 0.3 mmol) using 2-chloropyrimidine instead of 4-fluoroacetophenone was converted to the title compound (48 mg, 47%) which was obtained as an off-white solid. MS: m/e=406.3 [M+H]+.

Sources & evidence

ORD record: ord-700c9c3cbcc349b69156e5098f94216f
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07414061B2

Reaction notes

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