2-Chloropyrimidine → HCID 23726023, compound

HRID 2219355Notes

Reaction equation

[CH2:1]([O:8][CH2:9][C:10]1[NH:11][CH:12]=[C:13]([C:15]2[C:16]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[N:17][O:18][C:19]=2[CH3:20])[N:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:28]1[N:33]=[CH:32][CH:31]=[CH:30][N:29]=1>>[CH2:1]([O:8][CH2:9][C:10]1[N:11]([C:28]2[N:33]=[CH:32][CH:31]=[CH:30][N:29]=2)[CH:12]=[C:13]([C:15]2[C:16]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[N:17][O:18][C:19]=2[CH3:20])[N:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 744042-Chloropyrimidine

HCID 178434979HCID 178434979, compound

Product 1

HCID 23726023HCID 23726023, compoundYield 41%

Procedure

As described for Example 63, 4-(2-benzyloxymethyl-1H-imidazol-4-yl)-5-methyl-3-phenyl-isoxazole (60 mg, 0.17 mmol) using 2-chloropyrimidine instead of 4-fluoroacetophenone was converted to the title compound (30 mg, 41%) which was obtained as an off-white solid. MS: m/e=424.3 [M+H]+.

Sources & evidence

ORD record: ord-7d82277d26f942338a872695f3ba5303
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07414061B2

Reaction notes

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