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ChemicalBook CAS DataBase List 7-Azaspiro[3.5]nonane-7-carboxylic acid, 2-(aminomethyl)-, 1,1-dimethylethyl ester
1160247-15-3

7-Azaspiro[3.5]nonane-7-carboxylic acid, 2-(aminomethyl)-, 1,1-dimethylethyl ester synthesis

4synthesis methods
-

Yield:1160247-15-3 98%

Reaction Conditions:

with ammonium hydroxide;hydrogen in methanol at 20; under 775.743 Torr; for 16 h;

Steps:

3 Step 3 - Tert-butyl 2-(aminomethyl)-7-azaspiro[3.5]nonane-7-carboxylate
To a solution of tert-butyl 2-cyano-7-azaspiro[3.5]nonane-7-carboxylate (200 mg, 799 umol) and NH3•H2O (0.2 mL) in MeOH (5 mL) was added Raney-Ni (30 mg). The reaction mixture was stirred at 20 °C for 16 hrs under H2 (15 Psi) atmosphere. On completion, the mixture was filtered and the filtrate was concentrated in vacuo to give the title compound (200 mg, 98% yield) as a white solid.1H NMR (400 MHz, CDCl3) d 3.37 - 3.32 (m, 2H), 3.30 - 3.23 (m, 2H), 2.70 (d, J = 7.2 Hz, 2H), 2.33 - 2.24 (m, 1H), 1.97 - 1.88 (m, 2H), 1.59 - 1.55 (m, 2H), 1.45 (s, 9H), 1.44 - 1.37 (m, 4H).

References:

KYMERA THERAPEUTICS, INC.;MAINOLFI, Nello;JI, Nan;KLUGE, Arthur F.;WEISS, Matthew M.;ZHANG, Yi;ZHENG, Xiaozhang WO2020/113233, 2020, A1 Location in patent:Paragraph 004046; 004051-004052

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