
(S)-3-CYANOMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER synthesis
- Product Name:(S)-3-CYANOMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
- CAS Number:1187931-76-5
- Molecular formula:C11H18N2O2
- Molecular Weight:210.27
Yield:1187931-76-5 90.16%
Reaction Conditions:
in dimethyl sulfoxide at 100;
Steps:
A.2 Step 2: (5)-tert-butyl 3-(cyanomethyl)pyrrolidine-1-carboxylate
100 198j To a solution of (5)-tert-butyl 3-(tosyloxymethyl)pyrrolidine- 1 -carboxylate (3.0 g, 8.44 mmol) in DMSO (40 mL) was added NaCN (596 mg, 10.13 mmol) at 100°C overnight. TLC showed the reaction was completed. The mixture was poured into the ice water andextracted with ethyl acetate (100 mL x 2). The organic layers were dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel column chromatography (petroleum ether : ethyl acetate = 100 : ito 4: 1) to give (R)-tert-butyl 3-(cyanomethyl)pyrrolidine-i- carboxylate (1.6 g, 90.16% yield) as a white solid. LC-MS: m/z 155 = [M+H-56j.
References:
WO2017/27684,2017,A1 Location in patent:Paragraph 00198

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