Trifluoroacetic acid → HCID 21460734, compound

HRID 1941402Notes

Reaction equation

HRID 1941402 reaction equation
[CH2:1]([CH2:10][NH:11][C:12]1[C:20]2[C:15](=[CH:16][C:17]([Cl:21])=[CH:18][CH:19]=2)[N:14](C(OC(C)(C)C)=O)C=1C(OC)=O)[C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6]C=1)=O.FC(F)(F)C(O)=[O:36].[C:40]([O:43][CH2:44]C)(=[O:42])[CH3:41]>C(Cl)Cl>[CH2:10]([NH:11][C:12]1[C:20]2[C:15](=[CH:16][C:17]([Cl:21])=[CH:18][CH:19]=2)[NH:14][C:41]=1[C:40]([O:43][CH3:44])=[O:42])[C:1]([C:2]1[CH:4]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:36]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 8857Ethyl AcetateHCID 67619784HCID 67619784, compound

Product 1

HCID 21460734HCID 21460734, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Dissolve 3-[(phenacyl)methylamino]-2-carbmethoxy-6-chloro-1-(tert-butyloxycarbonyl)-indole from above in methylene chloride (3 mL). Add trifluoracetic acid (1 mL) and stir for 2 hours. Dilute into ethyl acetate and rinse with saturated sodium bicarbonate. Dry the organic phase over magnesium sulfate, filter and concentrate in vacuo to yield the title compound.

Workup

  1. washrinse with saturated sodium bicarbonate
  2. dry with materialDry the organic phase over magnesium sulfate
  3. filtrationfilter
  4. concentrationconcentrate in vacuo

Sources & evidence

ORD record
ord-4b4d235bc2404bf69cec8b0e5e2a7125
Source dataset
uspto-grants-1997_12
Patent number
US05703107

Reaction notes

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