Sodium Hydroxide → HCID 58337609, compound

Participants

Reaction Steps

Compound 16 (330 mg, 1.44 mmol, 1.00 eq) was dissolved in dioxane (7 mL) and SnCl2 (1.37 g, 7.22 mmol, 5.00 eq) dissolved in conc HCl (3 mL) was added dropwise over 15 min. After determination of completion by LCMS, the reaction was neutralized with 1N NaOH, filtered, diluted with water and extracted with CH2Cl2 (2×). The combined organics were dried (MgSO4), filtered and concentrated in vacuo to give 284 mg (99%) of a brown oil that was used subsequently without purification. 1H NMR (400 MHz, CDCl3) δ 8.16 (d, J=2.3 Hz, 1H), 7.99 (dd, J=4.2, 1.6 Hz, 1H), 7.24-7.17 (m, 2H), 7.01-6.95 (m, 1H), 6.32-6.28 (m, 2H), 6.27-6.23 (m, 1H), 5.08 (s, 2H), 3.19 (s, 3H); ES-MS [M+1]+: 200.2.

Provenance & Evidence