2,2-Difluoro-1,3-dimethylimidazolidine → HCID 57665088, compound

HRID 1717393Notes

Reaction equation

[CH:1]1([NH:4][C:5]([C:7]2[N:8]=[N:9][N:10]([C:12]3[CH:17]=[CH:16][C:15]([C:18]([NH:20][CH2:21][C:22](F)(F)F)=[O:19])=[CH:14][C:13]=3[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]O)[CH:11]=2)=[O:6])[CH2:3][CH2:2]1.[F:32]C1(F)N(C)CCN1C>C(#N)C>[CH:1]1([NH:4][C:5]([C:7]2[N:8]=[N:9][N:10]([C:12]3[CH:17]=[CH:16][C:15]([C:18]([NH:20][CH2:21][CH3:22])=[O:19])=[CH:14][C:13]=3[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][F:32])[CH:11]=2)=[O:6])[CH2:2][CH2:3]1

Participants

Conditions

Temperature: 60 °C

Procedure

To a suspension of N-cyclopropyl-1-(2-(5-hydroxypentyl)-4-{[(2,2,2-trifluoroethyl)amino]carbonyl}phenyl)-1H-1,2,3-triazole-4-carboxamide (50.0 mg, 0.13 mmol) obtained in Example 394 in acetonitrile (3.0 ml) was added 2,2-difluoro-1,3-dimethylimidazolidine (20 μl, 0.16 mmol) and the mixture was stirred at 60° C. for 1 hr. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column (ethyl acetate/hexane=1/4 to ethyl acetate) and recrystallized from ethyl acetate-hexane to give the title compound as a colorless powder (26.8 mg, 53%).

Workup

customThe solvent was evaporated under reduced pressure
customthe residue was purified by silica gel column (ethyl acetate/hexane=1/4 to ethyl acetate)
customrecrystallized from ethyl acetate-hexane

Sources & evidence

ORD record: ord-519d73061116484f99bff0ac3f5ada40
Source dataset: uspto-grants-2010_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07803822B2

Reaction notes

Loading…