2-amino-N-methyl-3-phenylpropanamide → 6,8-Dichloro-2-(1-methylcarbamoyl-2-phenyl-ethylamino)-quinoline-3-carboxylic acid

HRID 2065661Notes

Reaction equation

HRID 2065661 reaction equation
Cl[C:2]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]2[C:4](=[C:5]([Cl:16])[CH:6]=[C:7]([Cl:15])[CH:8]=2)[N:3]=1.[NH2:17][CH:18]([CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:19]([NH:21][CH3:22])=[O:20]>>[Cl:15][C:7]1[CH:8]=[C:9]2[C:4](=[C:5]([Cl:16])[CH:6]=1)[N:3]=[C:2]([NH:17][CH:18]([C:19](=[O:20])[NH:21][CH3:22])[CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:11]([C:12]([OH:14])=[O:13])=[CH:10]2

Participants

3

Reactant 2

HCID 4376122-amino-N-methyl-3-phenylpropanamideHCID 866563792,6,8-Trichloroquinoline-3-carboxylic acid

Product 1

HCID 452559696,8-Dichloro-2-(1-methylcarbamoyl-2-phenyl-ethylamino)-quinoline-3-carboxylic acid

Procedure

In close analogy to the procedure described in Example 32, 2,6,8-trichloroquinoline-3-carboxylic acid is reacted with 2-amino-N-methyl-3-phenyl-propionamide to provide the title compound in moderate yield.

Sources & evidence

ORD record
ord-cc1b5c171d5140eb82ce899e7bbc4b0c
Source dataset
uspto-grants-2012_10
Patent number
US08288549B2

Reaction notes

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