HCID 72440634, compound → 4-Amino-1-methyl-2,2-dioxo-1,2,3,4-tetrahydro-2lambda6-benzo[c][1,2]thiazine-7-carboxylic Acid Methyl Ester

HRID 747042Notes

Reaction equation

HRID 747042 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]2[C:13](=[N:14]O)[CH2:12][S:11](=[O:17])(=[O:16])[N:10]([CH3:18])[C:9]=2[CH:19]=1)=[O:4]>CO.[OH-].[OH-].[Pd+2]>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]2[CH:13]([NH2:14])[CH2:12][S:11](=[O:17])(=[O:16])[N:10]([CH3:18])[C:9]=2[CH:19]=1)=[O:4]

Participants

4

Reactant 1

HCID 72440634HCID 72440634, compound

Product 1

HCID 588413524-Amino-1-methyl-2,2-dioxo-1,2,3,4-tetrahydro-2lambda6-benzo[c][1,2]thiazine-7-carboxylic Acid Methyl Ester

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

4-Hydroxyimino-1-methyl-2,2-dioxo-1,2,3,4-tetrahydro-2λ6-benzo[c][1,2]thiazine-7-carboxylic acid methyl ester (1.50 g, 5.28 mmol) was hydrogenated over Pd(OH)2 (1.30 g, 20% on carbon, wet) in MeOH (100 mL) for 60 h. After filtration and evaporation, chromatography (silica, 0-3% MeOH in CH2CL2) furnished the title compound. MS (+APCI, m/z): 271 (M+H)+, 254 (M−NH2)+, MS (-APCI, m/z): 252 (M−N4)−.

Workup

  1. filtrationAfter filtration and evaporation, chromatography (silica, 0-3% MeOH in CH2CL2)

Sources & evidence

ORD record
ord-418ed4f8dfa04863b90e1765c2f00c83
Source dataset
uspto-grants-2008_07
Patent number
US07393852B2

Reaction notes

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