Toluene → 1-[6-Phenyl-5-(4-trifluoromethyl-phenyl)-pyridin-2-yl]-ethanone

HRID 12555

Reaction equation

C1(C2[N:12]=[C:11]([C:13]([O:15]CC)=O)[CH:10]=[CH:9][C:8]=2[C:18]2[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][CH:19]=2)C=CC=CC=1.[CH3:28]NCCNC.C[Al](C)C.[C:38]1([CH3:44])[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1>>[C:38]1([C:44]2[N:12]=[C:11]([C:13](=[O:15])[CH3:28])[CH:10]=[CH:9][C:8]=2[C:18]2[CH:19]=[CH:20][C:21]([C:24]([F:25])([F:26])[F:27])=[CH:22][CH:23]=2)[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1

Participants

Reactant 4

HCID 1140Toluene

HCID 8070N,N'-Dimethylethylenediamine

HCID 16682925Trimethylaluminum

HCID 68408073Ethyl 6-Phenyl-5-(4-trifluoromethylphenyl)-pyridine-2-carboxylate2×

Product 1

HCID 593388061-[6-Phenyl-5-(4-trifluoromethyl-phenyl)-pyridin-2-yl]-ethanone

Procedure

Following General Procedure O, 6-phenyl-5-(4-trifluoromethyl-phenyl)-pyridine-2-carboxylic acid ethyl ester (Compound 25, 49 mg, 0.13 mmol) in toluene (3 ml), N,N′-dimethylethylenediamine (DMEDA, 13 mg, 0.15 mmol) and trimethylaluminum (0.2 ml, 2.64 mmol, 2 M in toluene) were reacted to produce the title compound as a yellow oil.

Workup

customwere reacted

Sources & evidence

ORD record: ord-f6180a6a9d6c4c78af7473d6405c1164
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07728014B2

Linked notes

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