Trifluoroacetic acid → HCID 135926477, compound

HRID 1842033Notes

Reaction equation

HRID 1842033 reaction equation
C(OC(=O)[NH:7][CH:8]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([C:18]3[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][CH:19]=3)[CH:16]=2)[N:11]([C:28]2[CH:33]=[CH:32][C:31]([C:34]3[NH:38][C:37](=[O:39])[O:36][N:35]=3)=[C:30]([Cl:40])[CH:29]=2)[CH2:10][CH2:9]1)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[NH2:7][CH:8]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([C:18]3[CH:19]=[CH:20][C:21]([C:24]([F:26])([F:27])[F:25])=[CH:22][CH:23]=3)[CH:16]=2)[N:11]([C:28]2[CH:33]=[CH:32][C:31]([C:34]3[NH:38][C:37](=[O:39])[O:36][N:35]=3)=[C:30]([Cl:40])[CH:29]=2)[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 136340049HCID 136340049, compound

Product 1

HCID 135926477HCID 135926477, compoundYield 1.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

560 mg [1-[3-Chloro-4-(5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-yl)-phenyl]-6-(4-trifluoromethyl-phenyl)-1,2,3,4-tetrahydro-quinolin-4-yl]-carbamic acid tert-butyl ester were dissolved in 7 ml dichloromethane. 1 ml trifluoroacetic acid were added and the reaction mixture stirred at room temperature for one hour. The solvents were removed in vacuo and the residue purified by chromatography on reversed has to obtain 7 mg 3-{4-[4-Amino-6-(4-trifluoromethyl-phenyl)-3,4-dihydro-2H-quinolin-1-yl]-2-chloro-phenyl}-4H-[1,2,4]oxadiazol-5-one.

Workup

  1. customThe solvents were removed in vacuo
  2. customthe residue purified by chromatography

Sources & evidence

ORD record
ord-c544eb12419d4fc6b3507c938867c809
Source dataset
uspto-grants-2015_02
Patent number
US08946212B2

Reaction notes

Loading…