ChemicalBook CAS DataBase List (R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine

(R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine synthesis

11synthesis methods

Product Name:(R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine
CAS Number:60419-23-0
Molecular formula:C9H18N2
Molecular Weight:154.25

Pyrrolidine, 1-[(2R)-2-pyrrolidinylcarbonyl]- (9CI)

144243-45-8
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(R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine

60419-23-0
100 suppliers
$45.00/10mg

Yield:60419-23-0 800 mg (73%)

Reaction Conditions:

with BH₃ in tetrahydrofuran;4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran

Steps:

201 Synthesis of 5-(2,6-Dichloro-phenylmethanesulfonyl)-3-[1-[3,5-dimethyl-4-((R)-2-pyrrolidin-1-ylmethyl-pyrrolidine-1-carbonyl)-1H-pyrrol-2-yl]-meth-(Z)-ylidene]-1,3-dihydro-indol-2-one
To a solution of pyrrolidin-1-yl-(R)-pyrrolidin-2-yl-methanone (1.2 g, 7.1 mmol) in THF (10 mL) at 0° C. was added BH₃ (10 mL, 10 mmol). The mixture was heated to reflux for 16 hours. The reaction was acidified with HCl and concentrated. The residue was basified to pH 10 with 2N NaOH and extracted with 5% methanol in DCM. The organic layer was concentrated and purified on a silica gel column to give 800 mg (73%) of (R)-2-pyrrolidin-1-ylmethyl-pyrrolidine.

References:

SUGEN, INC. US2003/125370, 2003, A1