Morpholine → 5-(Morpholine-4-carbonyl)-2-pyridinecarboxylic acid, methyl ester

Reaction equation

[C:1]([C:5]1[CH:13]=[CH:12][C:8]([C:9](Cl)=[O:10])=[CH:7][N:6]=1)([O:3][CH3:4])=[O:2].[NH:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1>>[N:14]1([C:9]([C:8]2[CH:12]=[CH:13][C:5]([C:1]([O:3][CH3:4])=[O:2])=[N:6][CH:7]=2)=[O:10])[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1

Participants

Reactant 2

HCID 8083Morpholine

HCID 151211775-Chlorocarbonyl-pyridine-2-carboxylic acid methyl ester

Product 1

HCID 206223075-(Morpholine-4-carbonyl)-2-pyridinecarboxylic acid, methyl ester

Procedure

In step b, the acid chloride 11 is amidated with morpholine 12 by techniques and procedures well known and appreciated by one of ordinary skill in the art to give the corresponding 5-(morpholine-4-carbonyl)-2-pyridinecarboxylic acid, methyl ester 13.

Sources & evidence

ORD record: ord-87d57140c0e74f01ac3419cf49b777e3
Source dataset: uspto-grants-2001_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06172044B2

Reaction notes

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