Trifluoroacetic acid → HCID 69618081, compound

HRID 1796225Notes

Reaction equation

HRID 1796225 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[C:13](=[O:32])[NH:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[S:27]([CH3:30])(=[O:29])=[O:28])=[CH:17][C:16]=1[F:31])=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[F:31][C:16]1[CH:17]=[C:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[S:27]([CH3:30])(=[O:28])=[O:29])[CH:19]=[CH:20][C:15]=1[NH:14][C:13]([CH:9]1[CH2:10][CH2:11][CH2:12][NH:8]1)=[O:32]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68806008HCID 68806008, compound

Product 1

HCID 69618081HCID 69618081, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-(3-Fluoro-2′-methanesulfonyl-biphenyl-4-ylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (0.45 g, 0.93 mmol) was dissolved in 15 mL DCM and 15 mL trifluoroacetic acid and the resulting mixture was stirred at ambient temperature for 1 hour. The mixture was concentrated, and the residue was redissolved in 100 mL EtOAc, washed with sat. NaCl, dried with MgSO4, filtered and concentrated to yield title compound as an oil. (0.27 g, 80%) APCI (AP−): 361.1 (M−H)−.

Workup

  1. concentrationThe mixture was concentrated
  2. dissolutionthe residue was redissolved in 100 mL EtOAc
  3. washwashed with sat. NaCl
  4. dry with materialdried with MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-8becab4e5cc8446baa72bb0a45069820
Source dataset
uspto-grants-2006_04
Patent number
US07030141B2

Reaction notes

Loading…