Trifluoroacetic acid → HCID 57281946, compound

HRID 2396356Notes

Reaction equation

HRID 2396356 reaction equation
[CH2:1]([C:8]1[CH:41]=[CH:40][CH:39]=[CH:38][C:9]=1[C:10](=[O:37])[CH2:11][CH2:12][NH:13][C:14]1[C:22]2[C:17](=[CH:18][C:19]([Cl:24])=[CH:20][C:21]=2[Cl:23])[N:16](C(OC(C)(C)C)=O)[C:15]=1[C:32]([O:34][CH2:35][CH3:36])=[O:33])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[CH2:1]([C:8]1[CH:41]=[CH:40][CH:39]=[CH:38][C:9]=1[C:10](=[O:37])[CH2:11][CH2:12][NH:13][C:14]1[C:22]2[C:17](=[CH:18][C:19]([Cl:24])=[CH:20][C:21]=2[Cl:23])[NH:16][C:15]=1[C:32]([O:34][CH2:35][CH3:36])=[O:33])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 21460714HCID 21460714, compound

Product 1

HCID 57281946HCID 57281946, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Dissolve 3-[(2-benzylphenacyl)methylamino]-2-carbethoxy-4,6-dichloro-1-tert-butyloxycarbonyl-indole (320 mg, 0.55 mmol) in methylene chloride (5 mL). Add trifluoroacetic acid (1 mL) and stir at room temperature for 3 hours. Evaporate the solvent in vacuo and recrystallize (ethyl acetate/hexane) togive the title compound (250 mg, 95%); mp 208°-209° C.

Workup

  1. customEvaporate the solvent in vacuo
  2. customrecrystallize (ethyl acetate/hexane)

Sources & evidence

ORD record
ord-da833544cad44ccb82edbe85751196e2
Source dataset
uspto-grants-1996_02
Patent number
US05491153

Reaction notes

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