反応 #800709

反応方程式

2-aminomethyl-3,5,7,8-tetrahydro-pyrano[4,3-d]pyrimidin-4-one

TFA

2-[4-(4-cyclobutylmethoxy-benzoyl)-piperidin-1-yl]-acetic acid

2-(4-(4-ethoxybenzoyl)piperidin-1-yl)acetic acid

2-(4-(4-fluorobenzoyl)piperidin-1-yl)acetic acid

cyclobutyl-methanol

→

2-[4-(4-Cyclobutylmethoxy-benzoyl)-piperidin-1-yl]-acetic acid

title compound

2-[4-(4-Cyclobutylmethoxy-benzoyl)-piperidin-1-yl]-N-(4-oxo-3,5,7,8-tetrahydro-4H-pyrano[4,3-d]pyrimidin-2-ylmethyl)-acetamide

溶媒

acetonitrile water

反応条件

実験手順

2-[4-(4-Cyclobutylmethoxy-benzoyl)-piperidin-1-yl]-acetic acid was prepared following the general procedures for the synthesis of 2-(4-(4-ethoxybenzoyl)piperidin-1-yl)acetic acid from 2-(4-(4-fluorobenzoyl)piperidin-1-yl)acetic acid and cyclobutyl-methanol. The title compound (24.7 mg, 0.047 mmol) was prepared following the general procedure of Example 1 from 2-[4-(4-cyclobutylmethoxy-benzoyl)-piperidin-1-yl]-acetic acid and 2-aminomethyl-3,5,7,8-tetrahydro-pyrano[4,3-d]pyrimidin-4-one. MS (ESI) m/z 495.5 (M+H+); HPLC (Insertsil ODS3 100×3 mm C-18 column: mobile phase: 5-95% acetonitrile/water with 0.1% TFA, at 1 mL/min over 7.75 min.) t=1.53 min. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.72 (d, J=2.53 Hz, 2H), 1.77-1.96 (m, 5H), 2.03-2.13 (m, 2H), 2.19-2.32 (m, 2H), 2.50 (br. s., 3H), 2.66-2.82 (m, 1H), 2.90-3.03 (m, 3H), 3.24-3.40 (m, 2H), 3.82 (t, J=5.56 Hz, 2H), 4.04 (d, J=6.57 Hz, 2H), 4.19 (d, J=5.56 Hz, 2H), 4.34 (s, 2H), 7.03 (d, J=9.09 Hz, 2H), 7.94 (d, J=8.59 Hz, 2H), 8.21 (t, J=5.81 Hz, 1H), 12.37 (br. s., 1H). HRMS calculated for C27H35N4O5: 495.2607 (M+H). found (ESI, [M+H]+): 495.2627.

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