Iodoethane → Methyl 6-chloro-5-ethoxynicotinate

HRID 623481Notes

Reaction equation

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

Participants

Reactant 2

HCID 6340Iodoethane

HCID 46941479Methyl 6-chloro-5-hydroxynicotinate

Product 1

HCID 87426133Methyl 6-chloro-5-ethoxynicotinateYield 43%

Procedure

The title compound is prepared in 43% yield (0.68 g, a white solid) from methyl 6-chloro-5-hydroxynicotinate (1.37 g, 7.28 mmol) and iodoethane instead of iodomethane by the similar manner in Step-2 of Amine-4.

Sources & evidence

ORD record: ord-21118288522543c79e11ceadb98f768d
Source dataset: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09302991B2

Reaction notes

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