Morpholine → 6-(Morpholine-4-carbonyl)nicotinic acid, t-butyl ester

HRID 2295177Notes

Reaction equation

HRID 2295177 reaction equation
[N:1]1[CH:6]=[C:5]([C:7]([O-:9])=[O:8])[CH:4]=[CH:3][C:2]=1[C:10]([O:12]C)=O.[NH:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1>>[N:14]1([C:10]([C:2]2[CH:3]=[CH:4][C:5]([C:7]([O:9][C:5]([CH3:7])([CH3:6])[CH3:4])=[O:8])=[CH:6][N:1]=2)=[O:12])[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 425561312,5-Pyridinedicarboxylic acid, 2-methyl ester

Product 1

HCID 100857186-(Morpholine-4-carbonyl)nicotinic acid, t-butyl ester

Procedure

In step B, the 2,5-pyridinedicarboxylic acid, 2-methyl ester, 5-t-butyl ester (5) is amidated with morpholine to give the corresponding 6-(morpholine-4-carbonyl)nicotinic acid, t-butyl ester (6).

Sources & evidence

ORD record
ord-bc4c2961429c432ebd2436b8c2d9211e
Source dataset
uspto-grants-1997_11
Patent number
US05691368

Reaction notes

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