Trifluoroacetic acid → (3R)-3-amino-1-(cyclopropylmethyl)hexahydro-2H-azepin-2-one

HRID 1725616Notes

Reaction equation

HRID 1725616 reaction equation
FC(F)(F)C(O)=O.[CH:8]1([CH2:11][N:12]2[CH2:18][CH2:17][CH2:16][CH2:15][C@@H:14]([NH:19]C(=O)OC(C)(C)C)[C:13]2=[O:27])[CH2:10][CH2:9]1>ClCCl>[NH2:19][C@@H:14]1[CH2:15][CH2:16][CH2:17][CH2:18][N:12]([CH2:11][CH:8]2[CH2:10][CH2:9]2)[C:13]1=[O:27]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58695830tert-Butyl (3R)-1-(cyclopropylmethyl)-2-oxoazepan-3-ylcarbamate

Product 1

HCID 57562531(3R)-3-amino-1-(cyclopropylmethyl)hexahydro-2H-azepin-2-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (5 mL) was added to a solution of tert-butyl (3R)-1-(cyclopropylmethyl)-2-oxoazepan-3-ylcarbamate (257 mg, 0.91 mmol) in dichloromethane (10 mL). After 1 h, the mixture was concentrated and azeotroped with dichloromethane (3×) to give the crude amine.

Workup

  1. concentrationthe mixture was concentrated
  2. customazeotroped with dichloromethane (3×)

Sources & evidence

ORD record
ord-ad37a55f6f6d44eb821c995588c22ab0
Source dataset
uspto-grants-2009_02
Patent number
US07491713B2

Reaction notes

Loading…