ChemicalBook CAS DataBase List TERT-BUTYL 3-(6-AMINOPYRIDIN-3-YL)AZETIDINE-1-CARBOXYLATE

TERT-BUTYL 3-(6-AMINOPYRIDIN-3-YL)AZETIDINE-1-CARBOXYLATE synthesis

5synthesis methods

Product Name:TERT-BUTYL 3-(6-AMINOPYRIDIN-3-YL)AZETIDINE-1-CARBOXYLATE
CAS Number:1346673-86-6
Molecular formula:C13H19N3O2
Molecular Weight:249.31

1-Azetidinecarboxylic acid, 3-[6-[(diphenylmethylene)amino]-3-pyridinyl]-, 1,1-dimethylethyl ester

1361941-21-0
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TERT-BUTYL 3-(6-AMINOPYRIDIN-3-YL)AZETIDINE-1-CARBOXYLATE

1346673-86-6
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Yield:1346673-86-6 86%

Reaction Conditions:

with hydroxylamine in methanol;water at 20; for 4 h;

Steps:

117c

Example 117c ieri-Butyl 3-(6-Aminopyridin-3-yl)azetidine-l-carboxylate 117c CGIPHARM60WOA 250-mL round-bottomed flask equipped with a magnetic stirrer was charged with 117b (2.44 g, 5.91 mmol), methanol (80 mL), 50% hydroxylamine in water (390 mg, 11.8 mmol) and the reaction was stirred at room temperature for 4 h. After this time, the reaction mixture was concentrated, and the resulting residue was purified by column chromatography to afford an 86% yield (1.27 g) of 117c as a yellow solid: mp 103-104 °C; ^]H NMR (500 MHz, CDC1₃) δ 7.94 (d, 1H, / = 2.0 Hz), 7.49 (dd, 1H, / = 8.5, 2.5 Hz), 6.53 (d, 1H, / = 8.5 Hz), 4.48 (br s, 2H), 4.30 (t, 2H, J = 8.5 Hz), 3.88 (dd, 2H, J = 8.5, 4.5 Hz), 3.62 (m, 1H), 1.44 (s, 9H); MS (ESI+) m/z 249.9 (M+H).

References:

WO2012/31004,2012,A1 Location in patent:Page/Page column 100-101

827614-64-2 Synthesis