Trifluoroacetic acid → HCID 57562536, compound

HRID 1725606Notes

Reaction equation

HRID 1725606 reaction equation
FC(F)(F)C(O)=O.[CH:8]1([CH2:11][N:12]2[C@H:18]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:17][CH2:16][CH2:15][C@H:14]([NH:25]C(=O)OC(C)(C)C)[C:13]2=[O:33])[CH2:10][CH2:9]1>ClCCl>[NH2:25][C@H:14]1[CH2:15][CH2:16][CH2:17][C@@H:18]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:12]([CH2:11][CH:8]2[CH2:9][CH2:10]2)[C:13]1=[O:33]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86616772HCID 86616772, compound

Product 1

HCID 57562536HCID 57562536, compoundYield 106.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (2.5 mL) was added to a solution tert-butyl (3S,7S)-1-(cyclopropylmethyl)-2-oxo-7-phenylazepan-3-ylcarbamate (144.1 mg, 0.40 mmol) in dichloromethane (5 mL). After 1 h, the mixture was concentrated and aqueous saturated sodium bicarbonate was added. The mixture was extracted with dichloromethane (2×), and the combined organic extracts were dried over magnesium sulfate, filtered, and concentrated to give the title compound (110 mg).

Workup

  1. concentrationthe mixture was concentrated
  2. additionaqueous saturated sodium bicarbonate was added
  3. extractionThe mixture was extracted with dichloromethane (2×)
  4. dry with materialthe combined organic extracts were dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-1ecb708e75b649d1a0572fa5668ff208
Source dataset
uspto-grants-2009_02
Patent number
US07491713B2

Reaction notes

Loading…