Methanol → 2-Methyl-2-(4-pyridin-3-yl-imidazol-1-yl)-propionaldehyde

https://huagongshe.com/reaction/2055130

Participants

Role	Name	HCID	Charge
Reactant	Methanol	HCID 887	—
Reactant	Ethyl Acetate	HCID 8857	—
Reactant	2-Methyl-2-(4-pyridin-3-yl-imidazol-1-yl)-propionic acid ethyl ester	HCID 20737661	—
Reactant	Diisobutylaluminumhydride	HCID 21225700	—
Solvent	Dichloromethane	HCID 6344	—
Product	2-Methyl-2-(4-pyridin-3-yl-imidazol-1-yl)-propionaldehyde	HCID 23511429	70%

Reaction Conditions

Temperature	-78 °C

Reaction Steps

To a solution of 2-methyl-2-(4-pyridin-3-yl-imidazol-1-yl)-propionic acid ethyl ester (1 eq) in DCM at −78° C. was added diisobutylaluminum hydride (4 eq). After leaving the reaction mixture stir at −78° C. for 3 hours, methanol (4 eq) was added to the reaction mixture at −78° C. and the solution was warmed to room temperature over 60 minutes. Ethyl acetate was added to the solution and after 30 minutes the solution was filtered and concentrated to give 2-methyl-2-(4-pyridin-3-yl-imidazol-1-yl)-propionaldehyde (70%). MH++H2O (234)

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07332476B2
Source dataset	uspto-grants-2008_02
ORD ID	ord-d142d8dfec534cc2bc0f36b8803e30e5
Source note	uspto-grants-2008_02