Formaldehyde → HCID 68687774, compound

Participants

Reaction Steps

To a solution of Example 1 in MeOH (0.1 M) was added TEA (2 eq), formaldehyde (5 eq), NaBH3(CN) (1.6 eq) and NaOAc (2.8 eq). The mixture was stirred overnight at RT and then the solvent was removed under reduced pressure and the product was isolated by purification at prep RP-HPLC using H2O (+0.1% TFA) and MeCN (+0.1% TFA) as eluents (C18 column). The desired fractions were lyophilized to afford the title compound. 1H NMR (600 MHz, DMSO-d6+TFA) (one major rotamer described) δ: 10.56-10.49 (1H, m), 9.78 (1H, br. S), 7.54-7.47 (1H, m), 7.44-7.37 (1H, m), 7.33-7.21 (2H, m), 6.88-6.93 (1H, m), 6.57-6.46 (2H, m), 4.08 (2H, s), 3.78-3.28 (6H, m, partially overlapped with D2O signal), 3.26-3.17 (2H, m), 2.85 (3H, s), 1.91-1.99 (2H, m). MS (ES) C21H23FN4O2 requires: 382, found: 383 (M+H)+.

Provenance & Evidence