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

HRID 2065660Notes

Reaction equation

HRID 2065660 reaction equation
Cl[C:2]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:15])[CH:8]=2)[N:3]=1.[NH2:16][CH:17]([CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:18]([NH:20][CH3:21])=[O:19]>>[Cl:15][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([NH:16][CH:17]([C:18](=[O:19])[NH:20][CH3:21])[CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:11]([C:12]([OH:14])=[O:13])=[CH:10]2

Participants

3

Reactant 2

HCID 4376122-amino-N-methyl-3-phenylpropanamideHCID 242660682,6-Dichloroquinoline-3-carboxylic acid

Product 1

HCID 452559686-Chloro-2-(1-methylcarbamoyl-2-phenyl-ethylamino)-quinoline-3-carboxylic acid

Procedure

In close analogy to the procedure described in Example 32, 2,6-dichloroquinoline-3-carboxylic acid is reacted with 2-amino-N-methyl-3-phenyl-propionamide to provide the title compound in good yield. LCMS m/z 384 (M+1).

Sources & evidence

ORD record
ord-f5989e282124485e84c99494202f3ea2
Source dataset
uspto-grants-2012_10
Patent number
US08288549B2

Reaction notes

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