6-Amino-5-ethoxycarbonylmethylthio-3-fluoropyridine-2-carboxylic acid methyl ester → Methyl 7-fluoro-3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazine-6-carboxylate

HRID 1437353Notes

Reaction equation

HRID 1437353 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:10]([F:11])=[CH:9][C:8]([S:12][CH2:13][C:14](OCC)=[O:15])=[C:7]([NH2:19])[N:6]=1)=[O:4]>C(O)(=O)C>[F:11][C:10]1[C:5]([C:3]([O:2][CH3:1])=[O:4])=[N:6][C:7]2[NH:19][C:14](=[O:15])[CH2:13][S:12][C:8]=2[CH:9]=1

Participants

3

Reactant 1

HCID 218736466-Amino-5-ethoxycarbonylmethylthio-3-fluoropyridine-2-carboxylic acid methyl ester

Product 1

HCID 21873675Methyl 7-fluoro-3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazine-6-carboxylateYield 105%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of the fluoropyridine (b) (1.7 g) in acetic acid (100 ml) was heated at 110° C. overnight, evaporated and dried under vacuum to give the product as a white solid (1.5 g).

Workup

  1. customevaporated
  2. customdried under vacuum

Sources & evidence

ORD record
ord-61a85413ed4f475b9f1b6ade32b7f3b1
Source dataset
uspto-grants-2009_11
Patent number
US07622481B2

Reaction notes

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