Trifluoroacetic acid → HCID 86697865, compound

HRID 571629Notes

Reaction equation

HRID 571629 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][C:12]2[S:15][C:16]([O:18]C)=[N:17][C:11]=2[CH2:10][CH2:9]1)=O)(C)(C)C.[F:20][C:21]([F:26])([F:25])[C:22]([OH:24])=[O:23]>ClCCl>[F:20][C:21]([F:26])([F:25])[C:22]([OH:24])=[O:23].[S:15]1[C:12]2[CH2:13][CH2:14][NH:8][CH2:9][CH2:10][C:11]=2[NH:17][C:16]1=[O:18]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86697864HCID 86697864, compound

Product 1

HCID 86697865HCID 86697865, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.40 g (1.4 mmol) 2-methoxy-4,5,7,8-tetrahydro-thiazolo[4,5-d]azepine-6-carboxylic acid tert-butyl ester, 1.3 mL trifluoroacetic acid in 2.5 mL dichloromethane (DCM) were stirred at RT overnight. The reaction was concentrated to dryness. DCM and a small amount of methanol (MeOH) were added to the residue and filtrated. The precipitate were isolated and 90 mg 3,4,5,6,7,8-Hexahydro-thiazolo[4,5-d]azepin-2-one trifluoro-acetic acid was obtained. Yield: 90 mg (23% of theory). ESI-MS: m/z=171 (M+H)+; Rt(HPLC): 0.15 min (Method J).

Workup

  1. concentrationThe reaction was concentrated to dryness
  2. additionDCM and a small amount of methanol (MeOH) were added to the residue
  3. filtrationfiltrated
  4. customThe precipitate were isolated

Sources & evidence

ORD record
ord-c153bf22b8d2428096c039eea7fd4a07
Source dataset
uspto-grants-2015_05
Patent number
US09029360B2

Reaction notes

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