Hydrochloric Acid → HCID 68817168, compound

HRID 735154Notes

Reaction equation

HRID 735154 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.[CH:17]1([CH2:20][N:21]([CH2:34][CH2:35][CH3:36])[CH2:22][CH2:23][O:24][C:25]2[CH:30]=[CH:29][C:28]([NH2:31])=[CH:27][C:26]=2[O:32][CH3:33])[CH2:19][CH2:18]1.Cl>ClCCl.CO>[ClH:1].[CH:17]1([CH2:20][N:21]([CH2:34][CH2:35][CH3:36])[CH2:22][CH2:23][O:24][C:25]2[CH:30]=[CH:29][C:28]([NH:31][C:14](=[O:16])[C:13]#[C:12][C:3]3[CH:4]=[CH:5][C:6]([C:8]([F:9])([F:10])[F:11])=[CH:7][C:2]=3[Cl:1])=[CH:27][C:26]=2[O:32][CH3:33])[CH2:19][CH2:18]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 68817422(2-Chloro-4-trifluoromethylphenyl)propynoic acidHCID 68819152HCID 68819152, compound

Product 1

HCID 68817168HCID 68817168, 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 (0.66 mmol) of 4-[2-(cyclopropylmethylpropylamino)ethoxy]-3-methoxyphenylamine. Yield: 180 mg (59% of theory); melting point: 185° C.-188° C.; C26H28ClF3N2O3 (M=508.96)*HCl; calc.: molecular ion peak (M+H)+: 509/511 (Cl); found: molecular ion peak (M+H)+: 509/511 (Cl); Rf value: 0.35 (silica gel, dichloromethane/methanol (9:1)).

Workup

  1. customPrepared analogously to Example 2.3.f

Sources & evidence

ORD record
ord-0453e0784a01450fbfa5c8d83721b16e
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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