6-chloro-2,3-dihydro-1H-inden-1-amine;hydrochloride

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The title compound was prepared in a manner similar to PREPARATION x31 using 4-(5-bromo-2-chloropyrimidin-4-yl)morpholine-3-carboxylic acid (PREPARATION x30, 750 mg, 2.325 mmol), EDC (669 mg, 3.49 mmol), HOBt (534 mg, 3.49 mmol), 6-chloro-2,3-dihydro-1H-inden-1-amine hydrochloride (712 mg, 3.49 mmol), and triethylamine (0.486 mL, 3.49 mmol) in DMF (15 mL). 1H NMR (400 MHz, DMSO-d6) δ 1.78-1.95 (m, 1 H), 2.36-2.47 (m, 1 H), 2.70-2.96 (m, 2 H), 3.48-3.80 (m, 3 H), 3.86-3.98 (m, 1 H), 4.21-4.44 (m, 2 H), 4.77-4.93 (m, 1 H), 5.28-5.43 (m, 1 H), 7.27 (s, 3 H), 8.47 (d, J=7.58 Hz, 2 H). ESI-MS m/z [M+H]+ calc'd for C18H17Br2Cl2N4O2, 470.99; found 471.3.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The title compound was prepared in a manner similar to PREPARATION x31 using 4-(5-bromo-2-chloropyrimidin-4-yl)morpholine-3-carboxylic acid (PREPARATION x30, 750 mg, 2.325 mmol), EDC (669 mg, 3.49 mmol), HOBt (534 mg, 3.49 mmol), 6-chloro-2,3-dihydro-1H-inden-1-amine hydrochloride (712 mg, 3.49 mmol), and triethylamine (0.486 mL, 3.49 mmol) in DMF (15 mL). 1H NMR (400 MHz, DMSO-d6) δ 1.78-1.95 (m, 1H), 2.36-2.47 (m, 1H), 2.70-2.96 (m, 2H), 3.48-3.80 (m, 3H), 3.86-3.98 (m, 1H), 4.21-4.44 (m, 2H), 4.77-4.93 (m, 1H), 5.28-5.43 (m, 1H), 7.27 (s, 3H), 8.47 (d, J=7.58 Hz, 2H). ESI-MS m/z [M+H]+ calc'd for C18H17Br2Cl2N4O2, 470.99. found 471.3.