N,N'-Dimethylethylenediamine → 1-[6-Phenyl-5-(4-trifluoromethyl-phenyl)-pyridin-2-yl]-propan-1-one

HRID 12556

Reaction equation

HRID 12556 reaction equation
[C:1]1([C:7]2[N:12]=[C:11]([C:13](OCC)=[O:14])[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)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN[CH2:30][CH2:31]NC.C([Al](CC)CC)C>C1(C)C=CC=CC=1>[C:1]1([C:7]2[N:12]=[C:11]([C:13](=[O:14])[CH2:30][CH3:31])[CH:10]=[CH:9][C:8]=2[C:18]2[CH:19]=[CH:20][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:22][CH:23]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 8070N,N'-DimethylethylenediamineHCID 16682930TriethylaluminumHCID 68408073Ethyl 6-Phenyl-5-(4-trifluoromethylphenyl)-pyridine-2-carboxylate2×

Product 1

HCID 593388331-[6-Phenyl-5-(4-trifluoromethyl-phenyl)-pyridin-2-yl]-propan-1-one

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Following General Procedure O, 6-phenyl-5-(4-trifluoromethyl-phenyl)-pyridine-2-carboxylic acid ethyl ester (Compound 25, 94 mg, 0.25 mmol) in toluene (3 ml), N,N′-dimethylethylenediamine (DMEDA, 25 mg, 0.28 mmol) and triethylaluminum (0.7 ml, 0.76 mmol, 1 M in hexane) were reacted to produce the title compound as a oil.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-67de139c15fd488b96d4fe1acdce8dbf
Source dataset
uspto-grants-2010_06
Patent number
US07728014B2

Linked notes

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