(S)-1-(5-fluoropyridin-2-yl)ethanaMine hydrochloride synthesis

5synthesis methods

Product Name:(S)-1-(5-fluoropyridin-2-yl)ethanaMine hydrochloride
CAS Number:1073149-00-4
Molecular formula:C7H10ClFN2
Molecular Weight:176.62

(S)-tert-butyl 1-(5-fluoropyridin-2-yl)ethylcarbaMate

905587-16-8
11 suppliers
inquiry

(S)-1-(5-fluoropyridin-2-yl)ethanaMine hydrochloride

1073149-00-4
18 suppliers
$145.00/100MG

Yield:1073149-00-4 98%

Reaction Conditions:

with hydrogenchloride in 1,4-dioxane;dichloromethane at 20; for 3 h;

Steps:

5

Intermediate 5T(ISV l-(5-Fluoropyridin-2-yl)ethyllamine hydrochloride; To a solution of tert-Butyl [(l.S^<)-l-(5-fluoropyridin-2-yl)ethyl]carbamate (Intermediate 4, 12.8 g, 53.3 mmol) in dichloromethane (100 ml) was added HCl/dioxane solution (107 ml, 4 N, 428 mmol). The reaction was stirred at room temperature for 3 hours. The solvent was removed and 50 ml of saturated sodium bicarbonate was added. The resulting aqueous solution was extracted with ether (6 x 400 ml), dried over sodium sulfate and concentrated to give the title compound (7.30 g, 98%) as pale yellow oil. ¹H NMR (400 MHz) δ 8.44 (d, J = 2.8 Hz, IH), 7.66 (m, IH), 7.53 (m, IH), 4.01 (q, J = 6.8 Hz, IH), 1.94 (b, 2H), 1.26 (d, J = 6.8 Hz, 3H). MS: Calcd.: 140; Found: [M+H]⁺ 141.

References:

WO2008/135785,2008,A1 Location in patent:Page/Page column 52

905587-15-7 Synthesis