ChemicalBook CAS DataBase List (3-PYRROLIDIN-1-YLPHENYL)METHYLAMINE

(3-PYRROLIDIN-1-YLPHENYL)METHYLAMINE synthesis

6synthesis methods

Product Name:(3-PYRROLIDIN-1-YLPHENYL)METHYLAMINE
CAS Number:175696-70-5
Molecular formula:C11H16N2
Molecular Weight:176.26

tert-butyl 3-(pyrrolidin-1-yl)benzylcarbamate

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Yield:175696-70-5 100%

Reaction Conditions:

with trifluoroacetic acid in dichloromethane at 20; for 2 h;

Steps:

11 Preparation of 3 and 4-alkylaminobenzylamine derivatives

General procedure: To a stirred solution of carbamate (1 equiv.) in dry DCM TFA (10 equiv.) was added. The reaction mixture was stirred at room temperature for 2h. The mixture was quenched with a saturated aqueous solution of sodium bicarbonate and the product was extracted with DCM. The organic layers were dried over Na₂S0₄, filtered and concentrated under vacuum to provide the expected compound which was used without further purificationThe following compounds are examples illustrating this procedure:.; 3-pyrrolidin-1 -ylphenyl)methanamine was prepared from te/t-butyl N-[(3- pyrrolidin-1 -ylphenyl)methyl]carbamate (203 mg, 0.74 mmol). Yield: 130 mg (100%) of the title compound as a brown oil.

References:

WO2017/191297,2017,A1 Location in patent:Page/Page column 134; 135