Trifluoroacetic acid → HCID 59734932, compound

HRID 1664874Notes

Reaction equation

HRID 1664874 reaction equation
FC(F)(F)C(O)=O.[F:8][C:9]1[C:14]([F:15])=[CH:13][CH:12]=[CH:11][C:10]=1[C@H:16]1[CH2:22][N:21]2[C:23]([C:26]([OH:29])([CH3:28])[CH3:27])=[CH:24][N:25]=[C:20]2[C@H:19]([NH:30]C(=O)OC(C)(C)C)[CH2:18][CH2:17]1.C(=O)(O)[O-].[Na+]>ClCCl>[NH2:30][C@@H:19]1[CH2:18][CH2:17][C@@H:16]([C:10]2[CH:11]=[CH:12][CH:13]=[C:14]([F:15])[C:9]=2[F:8])[CH2:22][N:21]2[C:23]([C:26]([OH:29])([CH3:27])[CH3:28])=[CH:24][N:25]=[C:20]12

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 59722606HCID 59722606, compound

Product 1

HCID 59734932HCID 59734932, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (2 mL, 26.9 mmol) was added to a solution of tert-butyl [(6S,9R)-6-(2,3-difluorophenyl)-3-(1-hydroxy-1-methylethyl)-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepin-9-yl]carbamate (100 mg, 0.24 mmol) in dichloromethane (3 mL). After 1 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 322.2 (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-af10b20786ea41d7a1e0db144f089143
Source dataset
uspto-grants-2011_10
Patent number
US08039460B2

Reaction notes

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