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ChemicalBook CAS DataBase List (S)-2-(AMINOETHYL)-1-N-BOC-PYRROLIDINE

(S)-2-(AMINOETHYL)-1-N-BOC-PYRROLIDINE synthesis

6synthesis methods
-

Yield: 80%

Reaction Conditions:

with ammonia;hydrogen;dihydrogen hexachloroplatinate;nickel in methanol;water under 2068.65 Torr; for 24 h;

Steps:

97.d Example 97; N-(2-(1-Methyl-pyrrolidin-2S-yl)-ethyl)-(4-chlorophenyl)-methanesulfonamide
Step d 2S-(2-Aminoethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester. The product of step c (1.45 g, 6.9 mmol) was suspended in methanol saturated with ammonia (50 ml), Raney-Nickel (ca. 1.0 g) and hydrogen hexachloroplatinate (IV) hydrate (80 mg dissolved in I ml of water) were added. The mixture was stirred in a Parr bottle under H2 pressure (about 40 psi) for 24 h. The reaction mixture was filtered through Celite and the filtrate was evaporated. The crude material was purified by flash chromatography (DCM:methanol:amonia (880) 90:10:1) to afford the title compound (1.18g, 80%). 1H NMR 3.90 (1H, m), 3.30 (2H, m), 2.71 (2H, t), 1.87-1.45 (17H, m).

References:

JAMES BLACK FOUNDATION LIMITED EP1056733, 2004, B1 Location in patent:Page 34-35

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