Triethylamine → HCID 86640018, compound

HRID 1673055Notes

Reaction equation

C(OC(C(F)(F)F)=O)(C(F)(F)F)=O.[F:14][C:15]([F:31])([F:30])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[N:22]1[CH:26]=[C:25]([C:27]([NH2:29])=O)[N:24]=[CH:23]1.CCN(CC)CC>C(Cl)Cl>[F:30][C:15]([F:14])([F:31])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[N:22]1[CH:26]=[C:25]([C:27]#[N:29])[N:24]=[CH:23]1

Participants

Conditions

Temperature: 0 °C

Procedure

TFAA (2.5 mL, 17.7 mmol) was added at 0° C. to a stirred mixture of 1-(3′-methylsulfonyl)biphenyl-4-yl)-2-(2-(trifluoromethyl)phenyl-1H-imidazole-4-carboxamide (3.97 g, 8.177 mmol), Et3N (5 mL, 35.87 mmol), and dry DCM (100mL), the resulting mixture was stirred at 0° C. for 2 h. The solvent was removed in vacuo, the residue was purified by flash chromatography (SiO2, 80% EtOAc/hexanes) to give 1-(3′-methylsulfonyl)biphenyl-4-yl)-2-(2-(trifluoromethyl)phenyl-1H-imidazole-4-carbonitrile as a pale-yellow to white solid (3.13 g, 82%). MS (ESI) 468 [M+H]+.

Workup

customThe solvent was removed in vacuo
customthe residue was purified by flash chromatography (SiO2, 80% EtOAc/hexanes)

Sources & evidence

ORD record: ord-6a3aa8d3d4994c17955da99731d20bd4
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07998995B2

Reaction notes

Loading…