Trifluoroacetic acid → HCID 10643299, compound

HRID 2416689Notes

Reaction equation

HRID 2416689 reaction equation
C(O)(C(F)(F)F)=O.[C:8]([CH:12]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][C:20]=1[CH2:27][N:28](C(OC(C)(C)C)=O)[CH2:29][C:30]([F:33])([F:32])[F:31])[CH2:13][C:14]([O:16][CH3:17])=[O:15])([O:10][CH3:11])=[O:9]>C(Cl)Cl>[C:8]([CH:12]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][C:20]=1[CH2:27][NH:28][CH2:29][C:30]([F:31])([F:33])[F:32])[CH2:13][C:14]([O:16][CH3:17])=[O:15])([O:10][CH3:11])=[O:9]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 10624449HCID 10624449, compound

Product 1

HCID 10643299HCID 10643299, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

TFA (55 mL) was added all at once to a solution of methyl (±)-3-carbomethoxy-4-[2-[N-(tert-butoxycarbonyl)-N-(2,2,2-trifluoroethyl)amino]methyl-4-methoxyphenyl]butanoate (7.98 g, 16.71 mmole) in anhydrous CH2Cl2 (42 mL) at 0° C. under argon, and the reaction was warmed to RT. After 1.5 hr, the reaction was concentrated, and the residue was reconcentrated from xylenes. Drying in high vacuum at 40° C. left the title compound (8.70 g, quantitative) as a yellow solid: MS (ES) m/e 378 (M+H)+.

Workup

  1. concentrationthe reaction was concentrated
  2. customDrying in high vacuum at 40° C.
  3. waitleft the title compound (8.70 g, quantitative) as a yellow solid

Sources & evidence

ORD record
ord-44ec60692fb5436d98caec754078ed13
Source dataset
uspto-grants-2004_11
Patent number
US06825188B2

Reaction notes

Loading…