Aluminium lithium hydride → HCID 58724141, compound

Participants

Reaction Steps

2-(4-(2-chlorophenylsulfonyl)piperazin-1-yl)thiazole-4-carboxylic acid (77 mg, 0.02 mmole) was dissolved in 1 mL of anhydrous THF under nitrogen protection. 0.4 mL of LiAlH4 (1.0M solution in THF) was added to the solution through a syringe at −78° C. After 30 minutes, the reaction mixture was quenched with MeOH, evaporated to dryness, and extracted with EtOAc and 0.1 N tartaric acid solution in water. The organic layer was then dried over Na2SO4, and the solvent was removed. The title compound was obtained in 77% yield after purification using preparative HPLC. 1H NMR (400 MHz, DMSO-D6) δ ppm 3.33 (M, 4 H), 3.47 (dd, J=6.19, 3.92 Hz, 4 H), 4.31 (s, 2 H), 6.63 (s, 1 H), 7.54-7.62 (m, 1 H), 7.65-7.75 (m, 2 H), 7.95-8.02 (m, 1H); ESI-MS: m/z 374.1 (M+H)+.

Provenance & Evidence