HCID 68441993, compound → Methyl 2-oxo-2,3-dihydro-1h-pyrido[2,3-b][1,4]thiazine-7-carboxylate

HRID 456604Notes

Reaction equation

HRID 456604 reaction equation
[CH3:1][O:2][C:3](=[O:19])[C:4]1[CH:9]=[C:8]([N+:10]([O-])=O)[C:7]([S:13][CH2:14][C:15](OC)=[O:16])=[N:6][CH:5]=1>C(O)(=O)C.[Fe]>[CH3:1][O:2][C:3]([C:4]1[CH:5]=[N:6][C:7]2[S:13][CH2:14][C:15](=[O:16])[NH:10][C:8]=2[CH:9]=1)=[O:19]

Participants

4

Reactant 1

HCID 68441993HCID 68441993, compound

Product 1

HCID 17981264Methyl 2-oxo-2,3-dihydro-1h-pyrido[2,3-b][1,4]thiazine-7-carboxylateYield 108.5%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Conditions

Temperature
60 °C

Procedure

The ester (a) (1.0 g) in acetic acid (50 ml) was treated with iron powder (10 g) and the mixture was stirred and heated at 60° C. for 1 hour, cooled and filtered. The filtrate was evaporated, treated with sodium bicarbonate solution and extracted with warm chloroform. It was dried over sodium sulfate and evaporated to give a white solid (0.85 g).

Workup

  1. temperaturecooled
  2. filtrationfiltered
  3. customThe filtrate was evaporated
  4. additiontreated with sodium bicarbonate solution
  5. extractionextracted with warm chloroform
  6. dry with materialIt was dried over sodium sulfate
  7. customevaporated

Sources & evidence

ORD record
ord-40ea03c65f9f4d03acbf62fd64876745
Source dataset
uspto-grants-2007_03
Patent number
US07186730B2

Reaction notes

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