Trifluoroacetic acid → HCID 67438023, compound

HRID 1664877Notes

Reaction equation

HRID 1664877 reaction equation
FC(F)(F)C(O)=O.[C:8]([S:12]([NH:14][CH:15]([C:17]1[N:21]2[CH2:22][C@H:23]([C:35]3[CH:40]=[CH:39][CH:38]=[C:37]([F:41])[C:36]=3[F:42])[CH2:24][CH2:25][C@@H:26]([NH:27]C(=O)OC(C)(C)C)[C:20]2=[N:19][CH:18]=1)[CH3:16])=[O:13])([CH3:11])([CH3:10])[CH3:9].C(=O)(O)[O-].[Na+]>ClCCl>[NH2:27][C@@H:26]1[CH2:25][CH2:24][C@@H:23]([C:35]2[CH:40]=[CH:39][CH:38]=[C:37]([F:41])[C:36]=2[F:42])[CH2:22][N:21]2[C:17]([CH:15]([NH:14][S:12]([C:8]([CH3:9])([CH3:11])[CH3:10])=[O:13])[CH3:16])=[CH:18][N:19]=[C:20]12

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 86620137HCID 86620137, compound

Product 1

HCID 67438023HCID 67438023, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (1 mL, 13.5 mmol) was added to a solution of tert-butyl [(6S,9R)-3-{1-[(tert-butylsulfinyl)amino]ethyl}-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepin-9-yl]carbamate (144 mg, 0.28 mmol) in dichloromethane (5 mL). After 1.5 h, saturated aqueous sodium bicarbonate was added and the mixture was extracted with dichloromethane (3×). The combined organic extracts were washed with saturated brine, dried over magnesium sulfate, filtered and concentrated. MS 411.1 (M+1).

Workup

  1. extractionthe mixture was extracted with dichloromethane (3×)
  2. washThe combined organic extracts were washed with saturated brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-d15b208c5c164d6599ebef581bf2892a
Source dataset
uspto-grants-2011_10
Patent number
US08039460B2

Reaction notes

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