HCID 86695276, compound → HCID 59503642, compound

HRID 709414Notes

Reaction equation

HRID 709414 reaction equation
[OH:1][CH2:2][C:3]1[S:4][C:5]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:6][N:7]=1>C(Cl)Cl.O=[Mn]=O>[CH:2]([C:3]1[S:4][C:5]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:13])([CH3:12])[CH3:14])=[CH:6][N:7]=1)=[O:1]

Participants

4

Reactant 1

HCID 86695276HCID 86695276, compound

Product 1

HCID 59503642HCID 59503642, compoundYield 72.1%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent2×

Procedure

MnO2 (1.5 g, 18.2 mmol) was added to a solution of Tert-butyl (2-(hydroxymethyl)thiazol-5-yl)carbamate (Intermediate AA, 700 mg, 3.04 mmol) in DCM (15 mL) and stirred at RT for 16 h. After completion reaction mixture was diluted with DCM, filtered through celite. The filtrate was concentrated under vacuum to afford Tert-butyl (2-formylthiazol-5-yl)carbamate (500 mg crude). The crude was carried to next step without further purification.

Workup

  1. customAfter completion reaction mixture
  2. filtrationfiltered through celite
  3. concentrationThe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-a4342df758d9444483e8c4c60a6a5980
Source dataset
uspto-grants-2015_11
Patent number
US09181198B2

Reaction notes

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