N,N'-Dimethylethylenediamine → 1-(5,6-Diphenyl-pyridin-2-yl)-propan-1-one

HRID 12554

Reaction equation

HRID 12554 reaction equation
[C:1]1([C:7]2[CH:8]=[CH:9][C:10]([C:19]([O:21]CC)=O)=[N:11][C:12]=2[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN[CH2:26][CH2:27]NC.C([Al](CC)CC)C>C1(C)C=CC=CC=1>[C:1]1([C:7]2[CH:8]=[CH:9][C:10]([C:19](=[O:21])[CH2:26][CH3:27])=[N:11][C:12]=2[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 8070N,N'-DimethylethylenediamineHCID 14789610Ethyl 5,6-diphenylpyridine-2-carboxylate2×HCID 16682930Triethylaluminum

Product 1

HCID 250331671-(5,6-Diphenyl-pyridin-2-yl)-propan-1-one

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Following General Procedure O, ethyl 5,6-diphenylpyridine-2-carboxylate (Compound 21, 267 mg, 0.81 mmol) in toluene (5 ml), N,N′-dimethylethylenediamine (DMEDA, 85 mg, 0.97 mmol) and triethylaluminum (2.6 ml, 2.64 mmol, 1 M in hexane) were reacted to give the title compound as a yellow solid.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-17477629f93f4d5e92fb9a72fe881df8
Source dataset
uspto-grants-2010_06
Patent number
US07728014B2

Linked notes

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