Tert-butyl (5-ethynyl-4-methylthiazol-2-yl)carbamate → HCID 86630952, compound

HRID 1009034Notes

Reaction equation

HRID 1009034 reaction equation
[C:1]([O:5][C:6](=[O:16])[NH:7][C:8]1[S:9][C:10]([C:14]#[CH:15])=[C:11]([CH3:13])[N:12]=1)([CH3:4])([CH3:3])[CH3:2]>C(OCC)(=O)C.[Pd]>[C:1]([O:5][C:6](=[O:16])[NH:7][C:8]1[S:9][C:10]([CH2:14][CH3:15])=[C:11]([CH3:13])[N:12]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 86630951Tert-butyl (5-ethynyl-4-methylthiazol-2-yl)carbamate

Product 1

HCID 86630952HCID 86630952, compoundYield 92.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The above prepared (5-ethynyl-4-methyl-thiazol-2-yl)-carbamic acid tert-butyl ester (0.420 g, 1.76 mmol) was dissolved in 12 mL of ethyl acetate and hydrogenated over 0.200 g of Pd on charcoal (10%) at atmospheric pressure and ambient temperature over night. Filtration over a pad of Celite and evaporation off all solvents yielded 0.396 g of the title product as light brown viscous oil, sufficiently pure for the next step.

Workup

  1. filtrationFiltration
  2. customover a pad of Celite and evaporation off all solvents

Sources & evidence

ORD record
ord-81f38227d37f4ede8ea8309cfe12dee0
Source dataset
uspto-grants-2011_07
Patent number
US07973051B2

Reaction notes

Loading…