Trifluoroacetic acid → HCID 66741467, compound

Participants

Reaction Conditions

Reaction Steps

The product from Example 103C (71 mg, 0.13 mmol) was treated with TFA (2 mL), heated at 60° C. for 1 minute, concentrated, dissolved in 1:1 MeOH: CH2Cl2 (2 mL), diluted with CH2Cl2 (25 mL), washed with 1 M NaOH (10 mL) and the layers were separated. The aqueous layer was extracted with CH2Cl2 (25 mL) and the combined organic layers were dried (MgSO4), filtered, concentrated and purified by chromatography on silica gel eluting with 10 and 40% (9:1 MeOH:concentrated NH4OH) in CH2Cl2 to provide the title compound. 1H NMR (CD3OD) δ 2.24-2.40 (m, 4H), 2.65 (t, J=6.5 Hz, 2H), 3.27-3.32 (m, 4H), 3.37-3.42 (m, 4H), 3.66-3.70 (m, 4H), 4.07-4.12 (m, 4H), 7.27-7.31 (m, 1H), 7.32-7.43 (m, 2H), 7.72-7.76 (m, 1H); MS (M+H)+ m/z at 365.

Provenance & Evidence