Morpholine → 2-Methyl-6-(morpholin-4-yl)isonicotinic acid

HRID 2047278Notes

Reaction equation

[CH2:1]([N:3]([CH2:14][CH3:15])[C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([CH3:13])[N:12]=1)[C:7]([OH:9])=[O:8])[CH3:2].ClC1C=C(C=C(Cl)N=1)C(O)=[O:21].N1CCOCC1>>[CH3:13][C:11]1[CH:10]=[C:6]([CH:5]=[C:4]([N:3]2[CH2:1][CH2:2][O:21][CH2:15][CH2:14]2)[N:12]=1)[C:7]([OH:9])=[O:8]

Participants

Reactant 3

HCID 8083Morpholine

HCID 948302,6-Dichloroisonicotinic acid

HCID 584180552-(Diethylamino)-6-methylisonicotinic acid

Product 1

HCID 685781262-Methyl-6-(morpholin-4-yl)isonicotinic acid

Procedure

The title compound is prepared in analogy to 2-diethylamino-6-methyl-isonicotinic acid starting from 2,6-dichloro-isonicotinic acid and morpholine; LC-MS: tR=0.47 min, [M+1]+=223.08.

Sources & evidence

ORD record: ord-3b5a52dacf974329ad217890c408382a
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08592460B2

Reaction notes

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