6-(Hydroxymethyl)-7-methyl-2H-pyrido[3,2-b][1,4]thiazin-3(4H)-one → HCID 21873676, compound

HRID 639028Notes

Reaction equation

HRID 639028 reaction equation
[OH:1][CH2:2][C:3]1[C:4]([CH3:14])=[CH:5][C:6]2[S:7][CH2:8][C:9](=[O:13])[NH:10][C:11]=2[N:12]=1>C(Cl)Cl.O=[Mn]=O>[CH3:14][C:4]1[C:3]([CH:2]=[O:1])=[N:12][C:11]2[NH:10][C:9](=[O:13])[CH2:8][S:7][C:6]=2[CH:5]=1

Participants

4

Reactant 1

HCID 218736326-(Hydroxymethyl)-7-methyl-2H-pyrido[3,2-b][1,4]thiazin-3(4H)-one

Product 1

HCID 21873676HCID 21873676, compoundYield 61.2%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 6-(hydroxymethyl)-7-methyl-2H-pyrido[3,2-b][1,4]thiazin-3(4H)-one (290 mg, 1.38 mmol) in MeCl2 (20 mL) and was added MnO2 (1.2 g, 13.8 mmol). The reaction was vigorously stirred at RT for 12 h and then filtered and the solvent was removed at reduced pressure. Purification provided 176 mg of the desired aldehyde: MS (ES) m/z 209 (M+H)+.

Workup

  1. filtrationfiltered
  2. customthe solvent was removed at reduced pressure
  3. customPurification

Sources & evidence

ORD record
ord-6e949c2e4991463a958432052640c520
Source dataset
uspto-grants-2010_04
Patent number
US07691850B2

Reaction notes

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