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ChemicalBook CAS DataBase List Isopropyl 1H-imidazole-1-carboxylate

Isopropyl 1H-imidazole-1-carboxylate synthesis

2synthesis methods
Isopropyl 1H-imidazole-1-carboxylate is prepared by the reaction of isopropyl alcohol and 1,1'-carbonyldiimidazole. The steps are as follows:
Step 1: Imidazole- 1-carboxylic acid isopropyl ester; To a solution of CDI (2 g, 12.33 mmol), in DCM (25 mL) was added isopropyl alcohol (0.95 mL, 12.33 mmol) at 0 0C. The reaction mixture was stirred at r.t. and progress of the reaction was monitored by TLC. On completion, the reaction mixture was diluted with DCM (100 mL). The organic layer was washed with water (25 mL), brine (25 mL), dried over anhydrous sodium sulphate and concentrated in vacuo. The residue was purified by column chromatography (silica gel, 1: 10 ethyl acetate:Pet. ether) to provide Isopropyl 1H-imidazole-1-carboxylate (330 mg, 77%) as colourless viscous oil. ESIMS (m/z): 155.1 (M+ 1).
Isopropyl 1H-imidazole-1-carboxylate synthesis
-

Yield:82998-18-3 77%

Reaction Conditions:

in dichloromethane at 0 - 20;

Steps:

V.1

Example V- {3-[3,5-Difluoro-4-(4-{2-[( pyridine-3-carbonyl)-aminoJ-acetyl}- piperazin-l-yl)-phenyl]-2-oxo-oxazolidin-(5S)-ylmethyl}-carbamic acid isopropyl ester; Step 1: Imidazole- 1-carboxylic acid isopropyl ester; To a solution of CDI (2 g, 12.33 mmol), in DCM (25 mL) was added isopropyl alcohol (0.95 mL, 12.33 mmol) at 0 0C. The reaction mixture was stirred at r.t. and progress of the reaction was monitored by TLC. On completion, the reaction mixture was diluted with DCM (100 mL). The organic layer was washed with water (25 mL), brine (25 mL), dried over anhydrous sodium sulphate and concentrated in vacuo. The residue was purified by column chromatography (silica gel, 1: 10 ethyl acetate:Pet. ether) to provide title compound (330 mg, 77%) as colourless viscous oil. ESIMS (m/z): 155.1 (M+ 1)

References:

WO2010/58423,2010,A2 Location in patent:Page/Page column 57-58