N-(2-Cyano-ethyl)-N-isopropyl-3-methyl-5-[2-(pyridin-4-ylamino)-ethoxy]-benzamide trifluoroacetate → N-(2-Carbamoyl-ethyl)-N-isopropyl-3-methyl-5-[2-(pyridin-4-ylamino)-ethoxy]-benzamide trifluoroacetate

HRID 2268670Notes

Reaction equation

HRID 2268670 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[C:8]([CH2:10][CH2:11][N:12]([CH:32]([CH3:34])[CH3:33])[C:13](=[O:31])[C:14]1[CH:19]=[C:18]([O:20][CH2:21][CH2:22][NH:23][C:24]2[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=2)[CH:17]=[C:16]([CH3:30])[CH:15]=1)#[N:9]>ClCCl.FC(F)(F)C(O)=O>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[C:8]([CH2:10][CH2:11][N:12]([CH:32]([CH3:34])[CH3:33])[C:13](=[O:31])[C:14]1[CH:19]=[C:18]([O:20][CH2:21][CH2:22][NH:23][C:24]2[CH:25]=[CH:26][N:27]=[CH:28][CH:29]=2)[CH:17]=[C:16]([CH3:30])[CH:15]=1)(=[O:4])[NH2:9]

Participants

4

Reactant 1

HCID 18349097N-(2-Cyano-ethyl)-N-isopropyl-3-methyl-5-[2-(pyridin-4-ylamino)-ethoxy]-benzamide trifluoroacetate

Product 1

HCID 18349075N-(2-Carbamoyl-ethyl)-N-isopropyl-3-methyl-5-[2-(pyridin-4-ylamino)-ethoxy]-benzamide trifluoroacetate

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of N-(2-cyano-ethyl)-N-isopropyl-3-methyl-5-[2-(pyridin-4-ylamino)-ethoxy]-benzamide trifluoroacetate (0.011 g) in dichloromethane (1.5 ml) and trifluoroacetic acid (0.5 ml) was stored at room temperature overnight and then concentrated under reduced pressure. The title compound was obtained as a pale yellow foam (0.012 g).

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-8f969cc5881e49759fa516003229d3b5
Source dataset
uspto-grants-2001_12
Patent number
US06326386B1

Reaction notes

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