4-(2-(Diethylamino)ethoxy)aniline → HCID 57845796, compound

HRID 735067Notes

Reaction equation

HRID 735067 reaction equation
[CH2:1]([N:3]([CH2:14][CH3:15])[CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][CH:8]=1)[CH3:2].[Cl:16][C:17]1[CH:22]=[C:21]([C:23]([F:26])([F:25])[F:24])[CH:20]=[CH:19][C:18]=1[C:27]#[C:28][C:29](O)=[O:30]>ClCCl.CO>[CH2:14]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([NH:13][C:29](=[O:30])[C:28]#[C:27][C:18]2[CH:19]=[CH:20][C:21]([C:23]([F:25])([F:24])[F:26])=[CH:22][C:17]=2[Cl:16])=[CH:11][CH:12]=1)[CH3:15]

Participants

4

Reactant 2

HCID 4189324-(2-(Diethylamino)ethoxy)anilineHCID 68817422(2-Chloro-4-trifluoromethylphenyl)propynoic acid

Product 1

HCID 57845796HCID 57845796, compound

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

Prepared analogously to Example 2.3.f. from 69 mg (0.33 mmol) of 4-(2-diethylaminoethoxy)phenylamine and 75 mg (0.30 mmol) of (2-chloro-4-trifluoromethylphenyl)propynoic acid. Yield: 70 mg (53% of theory); melting point: 194° C.-197° C.; C22H22ClF3N2O2 (M=438.88); calc.: molecular ion peak (M+H)+: 439/441; found: molecular ion peak (M+H)+: 439/441; Rf value: 0.35 (silica gel, dichloromethane/methanol=(9:1)).

Workup

  1. customPrepared analogously to Example 2.3.f

Sources & evidence

ORD record
ord-ede4230af3904523bef28607eb581c74
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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