Acetic Anhydride → HCID 53378461, compound

Participants

Reaction Steps

Following the method described in Example 4, (2S)-methyl 2-(4-chlorophenyl)-2-(2-oxo-7,7a-dihydrothieno[3.2-c]pyridin-5 (2H,4H,6H)-yl)-acetate (IV-3) (100 mg) was reacted with acetic anhydride (63 μl), to prepare (S)-methyl 2-(2-acetoxy-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)-2-(4-chlorophenyl-acetate (I-20) (110 mg). Yield 97%. 1H-NMR (300 MHz, CDCl3) δ 2.27 (s, 3H), 2.65-2.78 (m, 4H), 3.53 (s, 2H), 3.73 (s, 3H), 4.30 (s, 1H), 6.25 (s, 1H), 7.33-7.46 (m, 4H); 13C-NMR (75 MHz, CDCl3) δ 20.7, 24.7, 48.1, 50.4, 52.2, 71.9, 111.9, 125.7, 128.9, 130.1, 134.3, 134.4, 149.6, 167.7, 171.4; ESI-MS m/z 380.1 [M+H]+; HRMS Calcd for C18H19NO4SCl [M+H]+ m/z 380.0723. found 380.0735.

Provenance & Evidence