HCID 68816035, compound → HCID 57845820, compound

HRID 735150Notes

Reaction equation

HRID 735150 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[C:12]#[C:13][C:14]([OH:16])=O.[CH3:17][CH:18]1[CH2:23][CH2:22][CH2:21][CH:20]([CH3:24])[N:19]1[CH2:25][CH2:26][O:27][C:28]1[CH:33]=[CH:32][C:31]([NH2:34])=[CH:30][C:29]=1[O:35][CH3:36]>ClCCl.CO>[CH3:17][CH:18]1[CH2:23][CH2:22][CH2:21][CH:20]([CH3:24])[N:19]1[CH2:25][CH2:26][O:27][C:28]1[CH:33]=[CH:32][C:31]([NH:34][C:14](=[O:16])[C:13]#[C:12][C:3]2[CH:4]=[CH:5][C:6]([C:8]([F:9])([F:10])[F:11])=[CH:7][C:2]=2[Cl:1])=[CH:30][C:29]=1[O:35][CH3:36]

Participants

4

Reactant 2

HCID 68816035HCID 68816035, compoundHCID 68817422(2-Chloro-4-trifluoromethylphenyl)propynoic acid

Product 1

HCID 57845820HCID 57845820, compound

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

Prepared analogously to Example 2.3.f. from 150 mg (0.6 mmol) of (2-chloro-4-trifluoromethylphenyl)propynoic acid and 185 mg (0.663 mmol) of 4-[2-(2,6-dimethylpiperidin-1-yl)ethoxy]-3-methoxyphenylamine. Yield: 150 mg (49% of theory); melting point: 225° C.-227° C.; C26H28ClF3N2O3 (M=508.96); calc.: molecular ion peak (M+H)+: 509/511 (Cl); found: molecular ion peak (M+H)+: 509/511 (Cl); Rf value: 0.2 (silica gel, dichloromethane/methanol (9:1)).

Workup

  1. customPrepared analogously to Example 2.3.f

Sources & evidence

ORD record
ord-29da8cfdc5cc4f2a86090ca74d81609c
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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