Trifluoroacetic acid → HCID 16064473, compound

HRID 2263558Notes

Reaction equation

C(OC(=O)[NH:7][CH:8]([CH2:26][CH:27]([CH2:31][C:32]1[CH:33]=[C:34]2[C:38](=[CH:39][CH:40]=1)[N:37]([CH3:41])[CH:36]=[C:35]2[CH2:42][CH2:43][CH2:44][O:45][CH3:46])[CH:28]([CH3:30])[CH3:29])[CH:9]([OH:25])[CH2:10][CH:11]([C:15](=[O:24])[NH:16][C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][N:18]=1)[CH:12]([CH3:14])[CH3:13])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[F:23][C:20]1[CH:21]=[CH:22][C:17]([NH:16][C:15](=[O:24])[CH:11]([CH:12]([CH3:14])[CH3:13])[CH2:10][CH:9]([OH:25])[CH:8]([NH2:7])[CH2:26][CH:27]([CH2:31][C:32]2[CH:33]=[C:34]3[C:38](=[CH:39][CH:40]=2)[N:37]([CH3:41])[CH:36]=[C:35]3[CH2:42][CH2:43][CH2:44][O:45][CH3:46])[CH:28]([CH3:30])[CH3:29])=[N:18][CH:19]=1

Participants

Conditions

Temperature: 0 °C

Procedure

To the solution of 0.090 g (4-(5-fluoro-pyridin-2-ylcarbamoyl)-2-hydroxy-1-{2-[3-(3-methoxypropyl)-1-methyl-1H-indol-5-ylmethyl]-3-methyl-butyl}-5-methyl-hexyl)carbamic acid tert-butyl ester in 2.4 ml dichloromethane are added 1.2 ml trifluoroacetic acid at 0° C. The reaction mixture is stirred at 0° C. for 1 hour and then concentrated by evaporation. The title compound is obtained as a beige foam from the residue by means of flash chromatography (SiO2 60 F). Rf=0.35 (200:20:1 dichloromethane-methanol-25% conc. ammonia). Rt=4.58 (gradient I).

Workup

concentrationconcentrated by evaporation

Sources & evidence

ORD record: ord-b9fb97126d4e487e97256a44be411a34
Source dataset: uspto-grants-2010_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07851634B2

Reaction notes

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