Trifluoroacetic acid → Trifluoroacetic acid

HRID 2389534Notes

Reaction equation

HRID 2389534 reaction equation
[F:1][C:2]1[CH:26]=[C:25]([F:27])[CH:24]=[CH:23][C:3]=1[CH2:4][N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8][CH:7]([NH:15]C(=O)OC(C)(C)C)[CH2:6]1.[F:28][C:29]([F:34])([F:33])[C:30]([OH:32])=[O:31]>ClCCl>[F:1][C:2]1[CH:26]=[C:25]([F:27])[CH:24]=[CH:23][C:3]=1[CH2:4][N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8][CH:7]([NH2:15])[CH2:6]1.[C:30]([OH:32])([C:29]([F:34])([F:33])[F:28])=[O:31]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59400138HCID 59400138, compound

Product 2

HCID 6422Trifluoroacetic acidHCID 59400153HCID 59400153, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-butyl 1-(2,4-difluorobenzyl)-1,2,3,4-tetrahydroquinolin-3-ylcarbamate (365 mg) in trifluoroacetic acid and dichloromethane (1:4, v/v) was stirred at room temperature for 3 hours. After removing all the volatiles, toluene (5 mL) was added to the residue and evaporated again. The residue was then dried over vacuum overnight to give 1-(2,4-difluorobenzyl)-1,2,3,4-tetrahydroquinolin-3-amine as its TFA salt.

Workup

  1. customAfter removing all the volatiles, toluene (5 mL)
  2. additionwas added to the residue
  3. customevaporated again
  4. customThe residue was then dried over vacuum overnight

Sources & evidence

ORD record
ord-5e19dc5a55b74229a176e6376be40dc1
Source dataset
uspto-grants-2012_09
Patent number
US08273754B2

Reaction notes

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