Trifluoroacetic acid → HCID 10255457, compound

Participants

Reaction Steps

A solution of 216 (20 mg, 0.030 mmol) in 0.30 mL of CH2Cl2 was stirred with TFA (231 μL, 3.00 mmol) and TES (479 μL, 3.00 mmol) for 30 minutes when the starting materials were completely consumed as judged by TLC and LCMS. The reaction was worked up by removal of the solvent in vacuo and crystallizing the product from EtOAc-Hex to provide 10 mg (66%) of ({[7-(4-Fluoro-benzyl)-9-hydroxy-8-oxo-7,8-dihydro-6H-pyrrolo[3,4-g]quinoline-5-carbonyl]-amino}-methyl)-phosphonic acid diethyl ester 217 as a yellow solid. 1H NMR (300 MHz, CD3OD) δ 1.32 (t, 6H, J=7 Hz), 3.96 (d, 2H, J=12 Hz), 4.16 (septet, 4H, J=7 Hz), 4.56 (s, 2H), 4.79 (s, 2H), 7.10 (t, 2H, J=9 Hz), 7.39 (dd, 2H, J=9 Hz), 7.76 (br s, 1H), 8.66 (d, 1H, J=8 Hz), 8.95 (br s, 1H); 31P (121.4 MHz, CD3OD) δ 23.2; 19F NMR (282.6 MHz, CD3OD) δ −76.2, 59.9; MS (m/z) 502.5 [M+H]+, 1003.0 [2M]+, 1025.1 [2M+Na]+.

Provenance & Evidence