tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate → HCID 68678642, compound

Participants

Reaction Steps

Using the procedure outlined in Example 1(g) the title compound was prepared from 4-(4-amino-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (52 mg, 0.19 mmol) and 8-indan-5-yl-2-methanesulfonyl-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (from Example 1(e) above, 70 mg, 0.17 mmol). A yellow solid was obtained (75 mg, 86%) after a preparative HPLC (32 mL min 5-100% MeCN/H2O gradient over 10 min) purification. The Boc group was removed by treatment with TFA in CH2Cl2 (1:1 v/v) to give the title compound. 1H NMR (400 MHz, CDCl3) δ (ppm): 9.25 (s, 1H), 8.45 (s, 1H), 7.61 (br, 1H), 7.35 (d, J=7.9 Hz, 1H), 7.21 (s, 1H), 7.14 (br, 2H), 7.10 (d, J=7.9 Hz, 1H), 6.57 (br, 2H), 4.30 (q, J=7.1 Hz, 2H), 3.02-2.90 (m, 12H), 2.15 (m, 2H), 1.30 (t, J=7.1 Hz, 3H).

Provenance & Evidence