Trifluoroacetic acid → HCID 10615363, compound

HRID 1018666Notes

Reaction equation

HRID 1018666 reaction equation
C(OC(=O)[NH:7][CH:8]1[C:14]2[CH:15]=[C:16]([C:27](=[O:29])[NH2:28])[C:17]([O:19][CH2:20][CH:21]3[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]3)=[CH:18][C:13]=2[CH2:12][CH2:11][CH2:10][CH2:9]1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:7][CH:8]1[C:14]2[CH:15]=[C:16]([C:27]([NH2:28])=[O:29])[C:17]([O:19][CH2:20][CH:21]3[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]3)=[CH:18][C:13]=2[CH2:12][CH2:11][CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 70154446HCID 70154446, compound

Product 1

HCID 10615363HCID 10615363, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To (3-carbamoyl-2-cyclohexylmethoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-yl)-carbamic acid tert-butyl ester (0.60 g, 144 mmol) in CH2Cl2 (8 mL) was added TFA (2 mL). The mixture was stirred for 1 h, evaporated under a stream of N2, diluted with CH2Cl2 and washed with 1 N NaOH. The organic layer was dried over magnesium sulfate and concentrated to a tan solid (0.45 g, 99%). MS [M+H]+ 316, m.p. 170-172° C.

Workup

  1. customevaporated under a stream of N2
  2. additiondiluted with CH2Cl2
  3. washwashed with 1 N NaOH
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. concentrationconcentrated to a tan solid (0.45 g, 99%)

Sources & evidence

ORD record
ord-7fc9846d311849b98581548f350230ef
Source dataset
uspto-grants-2002_11
Patent number
US06482852B2

Reaction notes

Loading…