Ethyl formate → (3aR,5R,6aR)-5-(((3S*,4S*)-3-Methoxytetrahydro-2H-pyran-4-yl)amino)-3a-(3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carbonyl)hexahydrocyclopenta-[c]pyrrole-2(1H)-carbaldehyde

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Reaction Steps

A mixture of Example 1 (70.28 mg, 0.15 mmol) in ethyl formate (1 mL) in a sealed tube was heated at 70° C. overnight. After cooling to rt, the mixture was concentrated and purified by CombiFlash (eluent: 8% methanol in DCM) gave the product as a yellowish gel. 1H-NMR (400 MHz, CDCl3): δ 1.50-1.97 (m, 5H), 2.28 (br. s., 1H), 2.72 (br. s., 1H), 2.92-3.51 (m, 11H), 3.59-4.16 (m, 8H), 4.61-5.02 (m, 2H), 7.70 (br. s., 1H), 8.08-8.24 (m, 1H), 8.73 (br. s., 1H); LC/MS: C24H31F3N4O4: m/z 497.2 (M+H).

Provenance & Evidence