ChemicalBook CAS DataBase List 3-BUTYN-1-AMINE HYDROCHLORIDE

3-BUTYN-1-AMINE HYDROCHLORIDE synthesis

7synthesis methods

Product Name:3-BUTYN-1-AMINE HYDROCHLORIDE
CAS Number:88211-50-1
Molecular formula:C4H8ClN
Molecular Weight:105.57

149990-27-2
96 suppliers
$38.00/250mg

88211-50-1
135 suppliers
$21.00/250mg

Yield:88211-50-1 79%

Reaction Conditions:

with hydrogenchloride;water in dichloromethane at 20;

Steps:

Preparation 18
Preparation 18; iV-But-3-ynyl-2,2-dimethyl-ρropionamide; But-3-ynyl amine hydrochloride: Dissolve but-3-ynyl-carbamic acid tert-butyl ester (1.81 g, 0.1 mmol) in DCM (5 mL) and add 5N aqueous HCl (5 mL). Stir vigorously at room temperature overnight. Concentrate in vacuo to a minimum amount of volume and then freeze dry to obtain the desired material as a white solid (809 mg, 79%).iV-But-3-ynyl-2,2-dimethγl-propionamide:; Add triethylamine (3 mL) to a suspension of but-3-ynylamine hydrochloride (200 mg, 2.1 mmol) in DCM (10 mL) and stir for 10 min at room temperature under nitrogen. Add then neat pivaloyl chloride (284.9 μL, 2.31 mmol) and stir at room temperature overnight under nitrogen. Concentrate in vacuo, take up the residue in methanol and filter through a SCX-2 cartridge eluting with methanol to obtain the title compound (265 mg, 65%).

References:

ELI LILLY AND COMPANY WO2007/28131, 2007, A1 Location in patent:Page/Page column 50

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