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 (7) is amidated with morpholine (8) 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 (9).

Sources & evidence

ORD record: ord-2540c0e4672b4b209913cf89c5c255a2
Source dataset: uspto-grants-1999_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06008196

Reaction notes

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