2-(Methoxycarbonyl)cyclobutane-1-carboxylic acid synthesis

Yield:904236-21-1 1.18 g

Reaction Conditions:

with triethylamine at 20;

Steps:

223.A A) (IRS, 2SR) -2- (Methoxycarbonyl) cyclobutanecarboxylic acid

Example 223 4- ( (4-Chlorobenzyl) oxy) -1- (2- ( (1RS,2SR) -2- (2-hydroxypropan-2- yl) cyclobutyl) -l-methyl-lH-benzimidazol-6-yl ) pyridin-2 (1H) -one A) (IRS, 2SR) -2- (Methoxycarbonyl) cyclobutanecarboxylic acid A mixture of 3-oxabicyclo [3.2.0] heptane-2, -dione (1 g) , triethylamine (1.36 ml) and MeOH (20 ml) was stirred at room temperature over weekend. The mixture was quenched with 1 M HC1, and extracted with EtOAc. The organic layer was separated, washed with water and brine successively, dried over MgS0₄, and concentrated in vacuo to give the title compound (1.18 g) as a colorless oil. NMR (400 MHz, CDC1₃): δ 2.17-2.31 (2H, m) , 2.31-2.46 (2H, m) , 3.44 (2H, t, J = 7.3 Hz), 3.64-3.73 (3H, m) .

References:

WO2013/105676,2013,A1 Location in patent:Page/Page column 265