(2-Chloro-4-trifluoromethylphenyl)propynoic acid → HCID 57845818, compound

HRID 735135Notes

Reaction equation

HRID 735135 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.[NH2:17][C:18]1[CH:33]=[CH:32][C:21]([O:22][CH2:23][CH2:24][N:25]2[CH2:29][CH2:28][CH2:27][C@H:26]2[CH2:30][OH:31])=[C:20]([O:34][CH3:35])[CH:19]=1>ClCCl.CO>[OH:31][CH2:30][C@@H:26]1[CH2:27][CH2:28][CH2:29][N:25]1[CH2:24][CH2:23][O:22][C:21]1[CH:32]=[CH:33][C:18]([NH:17][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:19][C:20]=1[O:34][CH3:35]

Participants

4

Reactant 2

HCID 68817422(2-Chloro-4-trifluoromethylphenyl)propynoic acidHCID 68817651HCID 68817651, compound

Product 1

HCID 57845818HCID 57845818, compound

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

Prepared analogously to Example 2.3.f. from (2-chloro-4-trifluoromethylphenyl)propynoic acid and {(S)-1-[2-(4-amino-2-methoxyphenoxy)ethyl]pyrrolidin-2-yl}methanol. Yield: 140 mg (58.9% of theory); melting point: decomposition at 300° C.; C24H24ClF3N2O4 (M=496.91); calc.: molecular ion peak (M+H)+: 497/499; found: molecular ion peak (M+H)+: 497/499; Rf value: 0.2 (silica gel, dichloromethane/methanol (9:1).

Workup

  1. customPrepared analogously to Example 2.3.f
  2. customat 300° C.

Sources & evidence

ORD record
ord-6e9b82b67a504e67805836a2979bdace
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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