Tetrahydrofuran → HCID 10017724, compound

Participants

Reaction Steps

The title compound of Example 15 (base) (6.39 g, 20.3 mmol) was reduced with a 1.0M solution of AlH3 in THF (60 mL, 60 mmol, 3 eq) as described in Example 8 to give the crude product as a colorless oil (6.1 g, quantitative). The oxalate salt (6.5 g, 80% ) crystallized from 2-propanol/MeOH (1:1): mp 181°-182° C. (dec); 1H-NMR (CDCl3) ∂7.35 (d, J=8.1 Hz, 1H), 7.31 (d, J=1.8 Hz, 1H), 7.05 (dd, J=1.8, 8.1 Hz, 1H), 3.14 (m, 1H), 2.80-2.91 (m, 2H), 2.67-2.80 (complex m, 4H), 2.58 (m, 1H), 2.48 (m, 1H), 2.24 (m, 1H), 2.15 (q, J=8.6 Hz, 1H), 1.89 (m, 1H), 1.73 (m, 2H), 1.60 (m, 2H° ), 1.07 (t, J=8.6 Hz, 3H); CIMS (MH+ calcd for C15H22Cl2N2): 301. Found (MH+): 301; Anal. (calcd for C17H24Cl2N2O·0.5H2O): C,H,N.

Provenance & Evidence