2-Chloropyrimidine → HCID 23726022, compound

HRID 2219349Notes

Reaction equation

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

Participants

Reactant 2

HCID 744042-Chloropyrimidine

HCID 178432460HCID 178432460, compound

Product 1

HCID 23726022HCID 23726022, compoundYield 48%

Procedure

As described for Example 57, 5-methyl-4-(2-methyl-1H-imidazol-4-yl)-3-phenyl-isoxazole (70 mg, 0.3 mmol) using 2-chloropyrimidine instead of 4-fluoroacetophenone was converted to the title compound (45 mg, 48%) which was obtained as a white solid. MS: m/e=318.1 [M+H]+.

Sources & evidence

ORD record: ord-814aa7996de44c19b3f94bfc71a47ceb
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07414061B2

Reaction notes

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