Trifluoroacetic acid → 4-[2-(3-Chloropropylamino)ethyl]benzonitrile trifluoroacetate

HRID 1591758Notes

Reaction equation

HRID 1591758 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][N:5]([CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]#[N:22])=[CH:17][CH:16]=1)C(=O)OC(C)(C)C.[F:23][C:24]([F:29])([F:28])[C:25]([OH:27])=[O:26]>ClCCl>[F:23][C:24]([F:29])([F:28])[C:25]([OH:27])=[O:26].[Cl:1][CH2:2][CH2:3][CH2:4][NH:5][CH2:13][CH2:14][C:15]1[CH:16]=[CH:17][C:18]([C:21]#[N:22])=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58638721tert.-Butyl (3-chloropropyl)-[2-(4-cyanophenyl)ethyl]carbamate

Product 1

HCID 693492044-[2-(3-Chloropropylamino)ethyl]benzonitrile trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 626 mg (1.94 mmol) of tert.-butyl (3-chloropropyl)-[2-(4-cyanophenyl)ethyl]carbamate and 5.0 ml of trifluoroacetic acid in 20 ml of dichloromethane was stirred at room temperature for 1.5 hours and then evaporated to dryness. The residue was triturated with diethyl ether. The precipitate formed was then filtered off and dried under reduced pressure over calcium chloride. The product obtained in this manner was reacted further without additional purification.

Workup

  1. customevaporated to dryness
  2. customThe residue was triturated with diethyl ether
  3. customThe precipitate formed
  4. filtrationwas then filtered off
  5. dry with materialdried under reduced pressure over calcium chloride
  6. customThe product obtained in this manner
  7. customwas reacted further without additional purification

Sources & evidence

ORD record
ord-ce3aba9652a64e66ac7637fce09d1c71
Source dataset
uspto-grants-2007_11
Patent number
US07291642B2

Reaction notes

Loading…