2-Fluoronicotinic acid → HCID 21255121, compound

HRID 636558Notes

Reaction equation

HRID 636558 reaction equation
Cl.[S:2]1[CH2:7][CH2:6][CH:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[NH:4][CH2:3]1.[F:13][C:14]1[N:22]=[CH:21][CH:20]=[CH:19][C:15]=1[C:16](O)=[O:17]>>[F:13][C:14]1[N:22]=[CH:21][CH:20]=[CH:19][C:15]=1[C:16]([N:4]1[CH:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:6][CH2:7][S:2][CH2:3]1)=[O:17]

Participants

3

Reactant 2

HCID 960892-Fluoronicotinic acidHCID 21255126HCID 21255126, compound

Product 1

HCID 21255121HCID 21255121, compoundYield 46.6%

Procedure

Ethyl N-(2-fluoronicotinoyl)-3,4,5,6-tetrahydro-2H-1,3-thiazine-4-carboxylate is prepared by the method described in European Patent Application EP 118321, but from 12.5 g of ethyl 3,4,5,6-tetrahydro-2H-1,3-thiazine-4-carboxylate hydrochloride and 13.5 g of 2-fluoronicotinic acid. 8.2 g of ethyl N-(2-fluoronicotinoyl)-3,4,5,6-tetrahydro-2H-1,3-thiazine-4-carboxylate are thus obtained in the form of light-yellow oil, employed as such in the following reaction.

Workup

  1. customEthyl N-(2-fluoronicotinoyl)-3,4,5,6-tetrahydro-2H-1,3-thiazine-4-carboxylate is prepared by the method

Sources & evidence

ORD record
ord-68d5dcc20f92484fa40762d74846091f
Source dataset
uspto-grants-2001_02
Patent number
US06194426B1

Reaction notes

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