Trifluoroacetic acid → HCID 16117410, compound

HRID 1714134Notes

Reaction equation

HRID 1714134 reaction equation
C(OC([N:8]1[CH2:20][CH:19]2[CH:11]([C:12](=[O:29])[C:13]3[C:18]2=[CH:17][C:16]([C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=2[Cl:28])=[CH:15][CH:14]=3)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[Cl:28][C:22]1[CH:23]=[C:24]([Cl:27])[CH:25]=[CH:26][C:21]=1[C:16]1[CH:17]=[C:18]2[C:13](=[CH:14][CH:15]=1)[C:12](=[O:29])[C@H:11]1[C@@H:19]2[CH2:20][NH:8][CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68504212HCID 68504212, compound

Product 1

HCID 16117410HCID 16117410, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
20 °C

Procedure

To a solution of 6-(2,4-dichloro-phenyl)-9-oxo-1,2,4,4a,9,9a-hexahydro-3-aza-fluorene-3-carboxylic acid tert-butyl ester in CH2Cl2 (3.2 mL) was added trifluoroacetic acid (0.8 mL). The reaction mixture was stirred for 2 h at 20° C. then concentrated in vacuo. The residue was basified with NH4OH then extracted with CH2Cl2. The organic layer was dried over MgSO4, filtered and concentrated in vacuo to give the title compound (42 mg, 0.13 mmol): MS (ES) 332.1 (M+H).

Workup

  1. concentrationthen concentrated in vacuo
  2. extractionthen extracted with CH2Cl2
  3. dry with materialThe organic layer was dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-3a1b25ff40b744cba13be974626bb17c
Source dataset
uspto-grants-2010_09
Patent number
US07795436B2

Reaction notes

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