Trifluoroacetic acid → HCID 178511553, compound

HRID 1007292Notes

Reaction equation

HRID 1007292 reaction equation
C(OC([NH:8][C@H:9]1[CH2:14][CH2:13][C@@H:12]([CH2:15][NH:16][C:17](=[O:22])[C:18]([F:21])([F:20])[F:19])[CH2:11][CH2:10]1)=O)(C)(C)C.FC(F)(F)C(O)=O.C(=O)([O-])O.[Na+]>C(Cl)Cl>[F:19][C:18]([F:20])([F:21])[C:17]([NH:16][CH2:15][C@@H:12]1[CH2:13][CH2:14][C@H:9]([NH2:8])[CH2:10][CH2:11]1)=[O:22]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 178453947HCID 178453947, compound

Product 1

HCID 178511553HCID 178511553, compoundYield 51.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 0.53 g of cis-N-(tert-butoxycarbonyl)-4-trifluoroacetylaminomethylcyclohexylamine in methylene chloride was combined with 2 mL of trifluoroacetic acid, and stirred for 2 hours. The reaction solution was basified by addition of a saturated solution of sodium hydrogen carbonate, and then extracted with chloroform. After drying over sodium sulfate, 0.19 g of the desirable compound was obtained as a pale yellow oil.

Workup

  1. extractionextracted with chloroform
  2. dry with materialAfter drying over sodium sulfate

Sources & evidence

ORD record
ord-05cbb5c9927c490db8b7ddc20e7a1156
Source dataset
uspto-grants-2004_09
Patent number
US06794389B2

Reaction notes

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