Lithium Hydroxide → HCID 178445690, compound

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Enantiomer A of methyl 6-bromo-4-[(trans-4-tert-butylcyclohexyl)({[4-(trifluoromethoxy)phenyl]amino}carbonyl)amino]chromane-7-carboxylate (25 mg) was saponified with aqueous LiOH and then coupled to 5-amino tetrazole following the procedure described (Step D., Example 1/2) to give 6-bromo-4-[(trans-4-tert-butylcyclohexyl)({[4-(trifluoromethoxy)phenyl]amino}carbonyl)amino]-N-1H-tetrazol-5-ylchromane-7-carboxamide. HPLC/MS: m/z=680.2 (M+1), Rt=2.55 min. 1H NMR (DMSO-d6): δ 12.58 (1H, br s), 8.61 (1H, s), 7.47 (2H, dd, J=2.5 Hz, 8.5 Hz), 7.29 (1H, s), 7.21 (2H, d, J=8.5 Hz), 7.05 (1H, s), 4.71 (1H, m), 4.40 (1H, dt, J=2.5 Hz, 10.5 Hz), 4.25 (1H, t, J=10.5 Hz), 3.93 (1H, m), 2.77 (1H, m), 2.02 (1H, m), 1.90-1.67 (6H, m), 1.29-1.03 (4H, m), 0.88 (9H, s).

Provenance & Evidence