Sodium Bicarbonate → HCID 59598459, compound

Participants

Reaction Steps

(R)-tert-butyl 2-((S)-(2-acetamidoethoxy)(6-fluoro-3′-methylbiphenyl-2-yl)methyl)morpholine-4-carboxylate (202 mg, 0.42 mmol) was dissolved in 20% TFA in CH2Cl2 (8 mL) and stirred for about 1 h at rt. The mixture was neutralized with satd aq NaHCO3 and the product was extracted with CH2Cl2. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated to give N-(2-((S)-(6-fluoro-3′-methylbiphenyl-2-yl)((R)-morpholin-2-yl)methoxy)ethyl)acetamide (130 mg, 82%). 1H NMR (300 MHz, CDCl3): δ=1.98 (s, 3 H), 2.39 (s, 3 H), 2.90˜3.3 (m, 6 H), 3.31˜3.41 (m, 2 H), 3.6˜4.0 (m, 3 H), 4.33 (d, 1 H), 6.56˜6.57 (s, 1 H), 6.97˜7.14 (m, 3 H), 7.27˜7.40 (m, 4 H), 9.40˜9.55 (s, 1H). MS (E/Z): 387 (M+H+).

Provenance & Evidence