Welcome to chemicalbook!
Chinese English Japanese Germany Korea
010-86108875
Try our best to find the right business for you.
Do not miss inquiry messages Please log in to view all inquiry messages.

Welcome back!

278798-07-5

1-Piperidinecarboxylic acid, 4-(1H-pyrazol-3-yl)-, 1,1-dimethylethyl ester synthesis

7synthesis methods
tert-butyl (E)-4-(3-(dimethylamino)acryloyl)piperidine-1-carboxylate

1799799-87-3
36 suppliers
inquiry

1-Piperidinecarboxylic acid, 4-(1H-pyrazol-3-yl)-, 1,1-dimethylethyl ester

278798-07-5
22 suppliers
inquiry

-

Yield:278798-07-5 624 mg

Reaction Conditions:

with hydrazine hydrate in ethanol at 15 - 85;

Steps:

tert-butyl 4-(1H-pyrazol-3-yl)piperidine-1-carboxylate

0.23 ml. hydrazine monohydrate (4.8 mmol, CAS 7803-57-8) was added to a solution of 900 mg tert-butyl 4-[(2E)-3-(dimethylamino)prop-2-enoyl]piperidine-1 -carboxylate (3.19 mmol, intermediate 197) in 18 mL ethanol at 15°C. The reaction mixture stirred over night at 85°C and reaction progess was monitored by TCL (dichloromethane:ethanol 9:1 ; stained with potassium permanganate). The reaction mixture was evaporated and the crude product was purified by column chromatography (dichloromethane 100 -> dichloromethane:ethanol 90:10). The product was obtained in 78% yield (624 mg).1H NMR (400 MHz, DMSO-d6) d ppm 1 .40 (s, 9 H) 1 .44 (dd, 2 H) 1 .84 (br d, 2 H) 2.72 - 2.96 (m, 3 H) 3.96 (br d, 2 H) 6.05 (br d, 1 H) 7.22 - 7.68 (m, 1 H) 12.50 (br d, 1 H).

References:

WO2021/105117,2021,A1 Location in patent:Page/Page column 318