Trifluoroacetic acid → HCID 59691653, compound

HRID 898561Notes

Reaction equation

HRID 898561 reaction equation
[Cl:1][C:2]1[CH:26]=[C:25]([NH:27][C:28](=[O:42])[CH2:29][O:30][C:31]2[CH:36]=[CH:35][C:34]([C:37]([F:40])([F:39])[F:38])=[CH:33][C:32]=2[Cl:41])[CH:24]=[CH:23][C:3]=1[O:4][CH2:5][CH2:6][N:7]([CH2:21][CH3:22])[CH:8]1[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]1.FC(F)(F)C(O)=O>ClCCl>[Cl:1][C:2]1[CH:26]=[C:25]([NH:27][C:28](=[O:42])[CH2:29][O:30][C:31]2[CH:36]=[CH:35][C:34]([C:37]([F:38])([F:39])[F:40])=[CH:33][C:32]=2[Cl:41])[CH:24]=[CH:23][C:3]=1[O:4][CH2:5][CH2:6][N:7]([CH2:21][CH3:22])[CH:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69316631HCID 69316631, compound

Product 1

HCID 59691653HCID 59691653, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.180 g (0.284 mmol) of tert.butyl 4-[(2-{2-chloro-4-[2-(2-chloro-4-trifluoromethyl-phenoxy)-acetylamino]-phenoxy}-ethyl)-ethyl-amino]-piperidine-1-carboxylate (from Example 97) were dissolved in 5.0 mL dichloromethane. After the addition of 0.44 mL (5.680 mmol) of trifluoroacetic acid the mixture was stirred for 2 hours at RT. The reaction solution was evaporated down i. vac. and the residue combined with sat. aqueous sodium hydrogen carbonate solution. The aqueous phase was extracted with EtOAc. The org. phase was dried over magnesium sulphate, filtered and evaporated down i. vac. Further purification was carried out by column chromatography.

Workup

  1. customThe reaction solution was evaporated down i
  2. extractionThe aqueous phase was extracted with EtOAc
  3. dry with materialphase was dried over magnesium sulphate
  4. filtrationfiltered
  5. customevaporated down i
  6. customFurther purification

Sources & evidence

ORD record
ord-72cbf31791864e03a863d46b03f7c318
Source dataset
uspto-grants-2008_04
Patent number
US07351719B2

Reaction notes

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