Chloroacetone → HCID 67979293, compound

HRID 528736Notes

Reaction equation

HRID 528736 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:11][CH:10]([C:12](=[S:14])[NH2:13])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl[CH2:16][C:17](=O)[CH3:18]>CO>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH:10]([C:12]2[S:14][CH:16]=[C:17]([CH3:18])[N:13]=2)[CH2:11]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 6571ChloroacetoneHCID 574733793-Thiocarbamoyl-azetidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 67979293HCID 67979293, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
90 °C

Procedure

To 145 mg (0.67 mmol) 3-thiocarbamoyl-azetidine-1-carboxylic acid tert-butyl ester in 3 mL MeOH in a sealed tube was added 64 μL (0.8 mmol) chloroacetone, and the reaction was stirred at 90° C. for 3 hours. After evaporation of the solvent the product was purified by column chromatography (silica, heptane/EtOAc 8:2 to 6:4).

Workup

  1. customAfter evaporation of the solvent the product
  2. customwas purified by column chromatography (silica, heptane/EtOAc 8:2 to 6:4)

Sources & evidence

ORD record
ord-b2565e503a0d412481cfca4a53ede314
Source dataset
uspto-grants-2016_05
Patent number
US09346816B2

Reaction notes

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