3-Chloropyridine-2-carboxylic acid → 3-Chloro-pyridine-2-carboxylic acid [4-chloro-5-(1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-ylmethyl]-amide

HRID 1774860Notes

Reaction equation

HRID 1774860 reaction equation
Cl.[NH2:2][CH2:3][C:4]1[C:5]([Cl:22])=[C:6]([C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[N:16]([CH3:20])[C:15](=[O:21])[CH2:14][CH2:13]3)[CH:7]=[N:8][CH:9]=1.[Cl:23][C:24]1[C:25]([C:30](O)=[O:31])=[N:26][CH:27]=[CH:28][CH:29]=1>>[Cl:22][C:5]1[C:6]([C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[N:16]([CH3:20])[C:15](=[O:21])[CH2:14][CH2:13]3)=[CH:7][N:8]=[CH:9][C:4]=1[CH2:3][NH:2][C:30]([C:25]1[C:24]([Cl:23])=[CH:29][CH:28]=[CH:27][N:26]=1)=[O:31]

Participants

3

Reactant 2

HCID 8246323-Chloropyridine-2-carboxylic acidHCID 866792006-(5-Aminomethyl-4-chloro-pyridin-3-yl)-1-methyl-3,4-dihydro-1H-quinolin-2-one hydrochloride

Product 1

HCID 866792033-Chloro-pyridine-2-carboxylic acid [4-chloro-5-(1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-ylmethyl]-amide

Procedure

In analogy to the procedure described for the preparation of example 75, 6-(5-aminomethyl-4-chloro-pyridin-3-yl)-1-methyl-3,4-dihydro-1H-quinolin-2-one hydrochloride (example 218) has been coupled with 3-chloro-pyridine-2-carboxylic acid to give the title compound as an off-white solid. MS: 441.3 (M+H+).

Sources & evidence

ORD record
ord-1078f24957e54689b093a4fc80609ec9
Source dataset
uspto-grants-2016_02
Patent number
US09260408B2

Reaction notes

Loading…