Trifluoroacetic acid → HCID 86633667, compound

HRID 1642025Notes

Reaction equation

HRID 1642025 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]([C:19]([C:31]2[CH:36]=[CH:35][C:34]([C:37]([F:40])([F:39])[F:38])=[CH:33][CH:32]=2)([C:21]2[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=2)[Cl:20])([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl.C1(C)C=CC=CC=1>[F:39][C:37]([F:38])([F:40])[C:34]1[CH:33]=[CH:32][C:31]([C:19]([C:21]2[CH:22]=[CH:23][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:25][CH:26]=2)([Cl:20])[C:11]2([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)=[CH:36][CH:35]=1

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86633665HCID 86633665, compound

Product 1

HCID 86633667HCID 86633667, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of 190 milligrams (0.320 mmole) of ethyl 1-[(tert-butyl)oxycarbonyl]-4-{bis[4-(trifluoromethyl)phenyl]chloromethyl}piperidine-4-carboxylate and 2 mL of trifluoro acetic acid (TFA) in 0.5 mL of methylene chloride was stirred at room temperature for 10 minutes. The reaction mixture was then diluted with toluene and concentrated under reduced pressure, yielding 158 milligrams of the subject compound. The NMR spectrum was consistent with the proposed structure.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-267e26c4c800478a8928db9391fb0ccb
Source dataset
uspto-grants-2012_02
Patent number
US08119563B2

Reaction notes

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