Chlorosuccinimide → 3-Chloro-pyridine-2-carboxylic acid [5-(8-chloro-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-ylmethyl]-methyl-amide

HRID 1774856Notes

Reaction equation

[CH3:1][N:2]([CH2:12][C:13]1[CH:14]=[N:15][CH:16]=[C:17]([C:19]2[CH:20]=[C:21]3[C:26](=[CH:27][CH:28]=2)[NH:25][C:24](=[O:29])[CH2:23][CH2:22]3)[CH:18]=1)[C:3]([C:5]1[C:10]([Cl:11])=[CH:9][CH:8]=[CH:7][N:6]=1)=[O:4].[Cl:30]N1C(=O)CCC1=O>>[Cl:30][C:27]1[CH:28]=[C:19]([C:17]2[CH:18]=[C:13]([CH2:12][N:2]([CH3:1])[C:3]([C:5]3[C:10]([Cl:11])=[CH:9][CH:8]=[CH:7][N:6]=3)=[O:4])[CH:14]=[N:15][CH:16]=2)[CH:20]=[C:21]2[C:26]=1[NH:25][C:24](=[O:29])[CH2:23][CH2:22]2

Participants

Reactant 2

HCID 31398Chlorosuccinimide

HCID 866791973-Chloro-pyridine-2-carboxylic acid methyl-[5-(2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-ylmethyl]-amide

Product 1

HCID 866791983-Chloro-pyridine-2-carboxylic acid [5-(8-chloro-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-ylmethyl]-methyl-amide

Procedure

In analogy to the procedure described for the preparation of example 203, 3-chloro-pyridine-2-carboxylic acid methyl-[5-(2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-ylmethyl]-amide (example 215) was reacted with N-chloro-succinimide to give the title compound as a light brown solid. MS: 441.5 (M+H+).

Sources & evidence

ORD record: ord-8fb95ea105d14fa79bd86b98c16f704b
Source dataset: uspto-grants-2016_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09260408B2

Reaction notes

Loading…