Trifluoroacetic acid → HCID 88919582, compound

HRID 334430Notes

Reaction equation

HRID 334430 reaction equation
FC(F)(F)C(O)=O.[CH3:8][N:9]1[CH2:14][CH2:13][CH:12]([C:15]2[CH:27]=[CH:26][C:18]([C:19]([O:21]C(C)(C)C)=[O:20])=[C:17]([N:28]([CH:35]3[CH2:40][CH2:39][O:38][CH2:37][CH2:36]3)[C:29](=[O:34])[C:30]([F:33])([F:32])[F:31])[CH:16]=2)[CH2:11][CH2:10]1>ClCCl>[CH3:8][N:9]1[CH2:10][CH2:11][CH:12]([C:15]2[CH:27]=[CH:26][C:18]([C:19]([OH:21])=[O:20])=[C:17]([N:28]([CH:35]3[CH2:36][CH2:37][O:38][CH2:39][CH2:40]3)[C:29](=[O:34])[C:30]([F:31])([F:32])[F:33])[CH:16]=2)[CH2:13][CH2:14]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acid2×HCID 88919542HCID 88919542, compound

Product 1

HCID 88919582HCID 88919582, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6.33 mL of 2,2,2-trifluoroacetic acid (82 mmol) is added under stirring to a solution of 3.2 g of tert-butyl 4-(1-methylpiperidin-4-yl)-2-(2,2,2-trifluoro-N-(tetrahydro-2H-pyran-4-yl)acetamido)benzoate (5.47 mmol) (in the form of a salt of trifluoroacetic acid) in 30 mL of dichloromethane. The reaction medium is stirred at room temperature for 16 h, and then evaporated under reduced pressure. The residue is taken up in ethanol, and the white solid formed is filtered on a fritted disc to yield 1.61 g (53%) of white crystals.

Workup

  1. customevaporated under reduced pressure
  2. customthe white solid formed
  3. filtrationis filtered on a fritted disc

Sources & evidence

ORD record
ord-ec633d9b0a7e467f8bfc93babe0756a4
Source dataset
uspto-grants-2014_11
Patent number
US08883821B2

Reaction notes

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