Water → HCID 131732586, compound

Participants

Reaction Steps

To a solution of the product (45 mg, 0.12 mmol) from Step J above in methanol (1 mL) was added L-tartaric acid (17 mg, 0.12 mmol) followed by slow addition of water (5 mL). The resultant solution was lyophilized overnight to give (+)-5-(naphthalen-2-yloxy)-8-(pyridazin-3-yl)-2,3,4,5-tetrahydro-1H-benzo[c]azepine, tartrate salt (58 mg, 94%, AUC HPLC>99%) as white solid: mp 122-124° C.; 1H NMR (CD3OD, 500 MHz) δ 9.18 (d, J=5.0 Hz, 1H), 8.21 (s, 1H), 8.19 (d, J=8.7 Hz, 1H), 8.09 (d, J=8.0 Hz, 1H), 7.81-7.76 (m, 4H), 7.70 (d, J=8.2 Hz, 1H), 7.40 (t, J=8.2 Hz, 1H), 7.37 (s, 1H), 7.34-7.31 (m, 2H), 5.94 (d, J=8.2 Hz, 1H), 4.88-4.81 (m, 1H), 4.60-4.56 (m, 1H), 4.40 (s, 2H), 3.98-3.90 (m, 1H), 3.70-3.60 (m, 1H), 2.92 (s, 3H), 2.54-2.48 (m, 2H); ESI MS m/z 382 [M+H].

Provenance & Evidence