3-Chloropyridine-2-carboxylic acid → 3-Chloro-pyridine-2-carboxylic acid {2-[5-(7-fluoro-1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-yloxy]-ethyl}-amide

HRID 1774878Notes

Reaction equation

HRID 1774878 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([C:12]2[CH:13]=[C:14]3[C:19](=[CH:20][C:21]=2[F:22])[N:18]([CH3:23])[C:17](=[O:24])[CH2:16][CH2:15]3)[CH:9]=[N:10][CH:11]=1.[Cl:25][C:26]1[C:27]([C:32](O)=[O:33])=[N:28][CH:29]=[CH:30][CH:31]=1>>[F:22][C:21]1[CH:20]=[C:19]2[C:14]([CH2:15][CH2:16][C:17](=[O:24])[N:18]2[CH3:23])=[CH:13][C:12]=1[C:8]1[CH:7]=[C:6]([O:5][CH2:4][CH2:3][NH:2][C:32]([C:27]2[C:26]([Cl:25])=[CH:31][CH:30]=[CH:29][N:28]=2)=[O:33])[CH:11]=[N:10][CH:9]=1

Participants

3

Reactant 2

HCID 8246323-Chloropyridine-2-carboxylic acidHCID 866792236-[5-(2-Amino-ethoxy)-pyridin-3-yl]-7-fluoro-1-methyl-3,4-dihydro-1H-quinolin-2-one hydrochloride

Product 1

HCID 866792263-Chloro-pyridine-2-carboxylic acid {2-[5-(7-fluoro-1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-yloxy]-ethyl}-amide

Procedure

In analogy to the procedure described for the preparation of example 75, 6-[5-(2-amino-ethoxy)-pyridin-3-yl]-7-fluoro-1-methyl-3,4-dihydro-1H-quinolin-2-one hydrochloride (example 238) has been coupled with 3-chloro-pyridine-2-carboxylic acid to give the title compound as an off-white solid. MS: 455.3 (M+H+).

Sources & evidence

ORD record
ord-bb832fdca8c544f28872b18b39e64b55
Source dataset
uspto-grants-2016_02
Patent number
US09260408B2

Reaction notes

Loading…