Trifluoroacetic acid → HCID 178442431, compound

HRID 1927687Notes

Reaction equation

HRID 1927687 reaction equation
[CH3:1][C:2]([CH3:51])([CH2:49][CH3:50])[CH2:3][C:4]1[N:5]=[C:6]([CH2:28][CH2:29][C:30]2[CH:35]=[CH:34][C:33]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=3[O:42][CH2:43][C:44]3[NH:48][CH:47]=[N:46][N:45]=3)=[CH:32][CH:31]=2)[N:7](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH:8]=1.C(O)(C(F)(F)F)=O>>[CH3:1][C:2]([CH3:51])([CH2:49][CH3:50])[CH2:3][C:4]1[N:5]=[C:6]([CH2:28][CH2:29][C:30]2[CH:35]=[CH:34][C:33]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=3[O:42][CH2:43][C:44]3[NH:48][CH:47]=[N:46][N:45]=3)=[CH:32][CH:31]=2)[NH:7][CH:8]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178442416HCID 178442416, compound

Product 1

HCID 178442431HCID 178442431, compound

Procedure

3-(4′-{2-[4-(2,2-Dimethylbutyl)-1-trityl-1H-imidazol-2-yl]ethyl}biphenyl-2-yloxymethyl)-4H-[1,2,4]triazole was converted to the title compound by treatment with TFA at 60° C. for 30 minutes. The crude product was purified by flash column chromatography on silica gel eluting with 0-20% methanol/ammonium hydroxide (10:1) in methylene chloride to afford the title compound. 1H NMR (300 MHz, CD3OD) δ 8.30 (s, 1H), 7.38 (d, J=8.2 Hz, 2H), 7.28 (m, 2H), 7.12 (m, 4H), 6.57 (s, 1H), 5.11 (s, 2H), 2.96 (m, 4H), 2.38 (s, 2H), 1.22 (m, 2H), 0.84 (s, 9H); LC-MS: m/e (M+H).

Sources & evidence

ORD record
ord-04ccfb8353a447c69cdb41addce5e900
Source dataset
uspto-grants-2012_05
Patent number
US08183275B2

Reaction notes

Loading…