Potassium Carbonate → 1-(4-Amino-2-methylquinolin-3-yl)ethanone

HRID 1250446Notes

Reaction equation

HRID 1250446 reaction equation
[CH3:1][C:2]([NH:7][C:8]1[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=1[C:10]#[N:11])=[CH:3][C:4](=[O:6])[CH3:5].C([O-])([O-])=O.[K+].[K+].C[O-].[Na+]>Cl[Cu]>[NH2:11][C:10]1[C:9]2[C:8](=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:7]=[C:2]([CH3:1])[C:3]=1[C:4](=[O:6])[CH3:5]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 6722982-(1-Methyl-3-oxobut-1-enylamino)benzonitrileHCID 10942334Sodium Methoxide

Product 1

HCID 6722971-(4-Amino-2-methylquinolin-3-yl)ethanone

Reagents, catalysts & solvents 1

HCID 62652Cuprous chlorideCatalyst

Procedure

1-(4-Amino-2-methylquinolin-3-yl)ethanone was prepared by a known process, starting from 2-(1-methyl-3-oxobut-1-enylamino)benzonitrile, by cyclization with CuCl and K2CO3 (J. Med. Chem., 31:1278 (1988)) or by a NaOMe-promoted process (Eur. Pat. Appl., C07D 215/42); yielding a yellow solid; MS(Cl): M++H=201.

Workup

  1. customyielding a yellow solid

Sources & evidence

ORD record
ord-f285e002db674a9fadb6bca9f04e8fb4
Source dataset
uspto-grants-2002_01
Patent number
US06339077B1

Reaction notes

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