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1000576-83-9

R-3-Dimethylamino-N-Boc-piperidine synthesis

2synthesis methods
-

Yield:1000576-83-9 88%

Reaction Conditions:

Stage #1: 3-oxo-piperidine-1-carboxylic acid tert-butyl ester;dimethyl amine in tetrahydrofuran;dichloromethane at 20; for 0.0833333 h;
Stage #2: with sodium tris(acetoxy)borohydride in tetrahydrofuran;dichloromethane at 20;

Steps:

18.1 Step 1: tert-butyl 3-(dimethylamino)piperidinyl-1-carboxylate

To a solution of tert-butyl 3-oxopiperi (500 mg, 2.5 mmol) in dichloromethane (10 mL) was added a solution of dimethylamine in tetrahydrofuran (3.8 mL, 2 M, 7.5 mmol). After stirring at room temperature for 5 minutes, NaBH(OAc)3 (1.06 g, 5 mmol) was added to the mixture. The mixture was stirred at room temperature overnight then concentrated under vacuum and purified by silica gel column chromatography (CH2Cl2:MeOH = 10:1) to give tert-butyl 3-(dimethylamino)piperidinyl-1-carboxylate (500 mg, 88%) as a white solid. LCMS m/z = 229.0 [M+H]+.

References:

WO2017/216726,2017,A1 Location in patent:Page/Page column 555

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