Trifluoroacetic acid → 3-(Azepan-1-yl)propan-1-amine

HRID 1025402Notes

Reaction equation

HRID 1025402 reaction equation
[N:1]1([CH2:8][CH2:9][CH2:10][N:11]2C(=O)C3C(=CC=CC=3)C2=O)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.NN.C(O)(C(F)(F)F)=O>C(O)C>[N:1]1([CH2:8][CH2:9][CH2:10][NH2:11])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 9321HydrazineHCID 585405612-(3-(Azepan-1-yl)propyl)isoindoline-1,3-dione

Product 1

HCID 27643953-(Azepan-1-yl)propan-1-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2-(3-(azepan-1-yl)propyl)isoindoline-1,3-dione (3.5 g) in Ethanol (20 mL) was added hydrazine (0.58 mL). The reaction mixture was reflux for 13 h and then cooled down to room temperature. TFA (2.0 mL) was added, the resulted white solid was filtered and the solvent was evaporated to give 3-(azepan-1-yl)propan-1-amine, used without further purification.

Workup

  1. temperatureThe reaction mixture was reflux for 13 h
  2. filtrationthe resulted white solid was filtered
  3. customthe solvent was evaporated

Sources & evidence

ORD record
ord-a96ef221609240c7a545a00ae414c4b8
Source dataset
uspto-grants-2014_05
Patent number
US08729081B2

Reaction notes

Loading…