HCID 86610167, compound → HCID 66790218, compound

HRID 1510154Notes

Reaction equation

HRID 1510154 reaction equation
[CH3:1][C:2]([NH:6][C:7]1[CH:16]=[CH:15][CH:14]=[CH:13][C:8]=1[C:9]([O:11][CH3:12])=[O:10])([CH3:5])[C:3]#[CH:4]>C1(C)C=CC=CC=1>[CH3:5][C:2]1([CH3:1])[CH:3]=[CH:4][C:16]2[C:7](=[C:8]([C:9]([O:11][CH3:12])=[O:10])[CH:13]=[CH:14][CH:15]=2)[NH:6]1

Participants

3

Reactant 1

HCID 86610167HCID 86610167, compound

Product 1

HCID 66790218HCID 66790218, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of methyl 2-[(1,1-dimethylprop-2-yn-1-yl)amino]benzoate (1.5 g, 6.90 mmol) in toluene (30 mL) was added cuprous chloride (0.683 g, 6.90 mmol). After stirring at 100° C. overnight the reaction was concentrated under vacuum. Purification by silica gel chromatography (5% EtOAc/hexanes) afforded the desired product.

Workup

  1. concentrationwas concentrated under vacuum
  2. customPurification by silica gel chromatography (5% EtOAc/hexanes)

Sources & evidence

ORD record
ord-5689d0ea7cd4476aa433950f5cfd60f0
Source dataset
uspto-grants-2012_07
Patent number
US08211904B2

Reaction notes

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