2486-69-3 → 4-(9-Cyclopentyl-7-ethyl-7-fluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-3-methoxybenzoic acid

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Reaction Conditions

Reaction Steps

A mixture of 2-chloro-9-cyclopentyl-7-ethyl-7-fluoro-5-methyl-8,9-dihydro-5H-pyrimido[4,5-b][1,4]diazepin-6(7H)-one (630 mg, 1.93 mmol), 4-amino-3-methoxybenzoic acid (484 mg, 2.9 mmol), isopropanol (20 ml), and concentrated hydrochloric acid (10 drops) was stirred at 100° C. for 20 h. Solid was filtered to give 730 mg product as white solid (83%). 1H NMR (400 MHz, DMSO-d6) δ ppm 0.92 (t, J=7.3 Hz, 3 H) 1.56 (br. s., 3 H) 1.67-1.96 (m, 6 H) 3.28 (s, 3 H) 3.74-3.92 (m, 3 H) 3.94 (s, 3 H) 4.91 (t, J=7.8 Hz, 1 H) 7.21-7.43 (m, 1 H) 7.47-7.69 (m, 2 H) 8.13 (d, J=8.1 Hz, 1 H) 8.24 (s, 1 H) 9.32 (br. s., 1 H). [M+H] calc'd for C23H28FN5O4, 458; found 458.

Provenance & Evidence