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

5synthesis methods

Product Name:tert-butyl 4-(4-(ethoxycarbonyl)-1H-pyrazol-1-yl)piperidine-1-carboxylate
CAS Number:782493-64-5
Molecular formula:C16H25N3O4
Molecular Weight:323.39

5932-27-4 Synthesis

5932-27-4
204 suppliers
$16.00/1g

141699-59-4 Synthesis

141699-59-4
232 suppliers
$6.00/1g

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

782493-64-5
17 suppliers
inquiry

Yield: 87%

Reaction Conditions:

with caesium carbonate in N,N-dimethyl-formamide at 5 - 90;

Steps:

2 Step 2: Tert-butyl 4-(4-(ethoxycarbonyl)- I H-pyrazol- l-yl) piperidine- I -carboxyl ate:
To a stirred solution of ethyl-I-H pyrazole carboxylate (5.0 g, 3.7mmol) in DMF (50 mL),Cs2CO3 (23 g, 71.3Smmol) and tert-butyl 4-((methylsulfonyl)-oxy) piperidine-I-carboxylate(9.9 g, 35.6 mmol) were added at 5 °C and reaction mixture was stirred at 90 °C overnight.The completion of the reaction was confirmed by TLC. The reaction mixture was pouredinto ice cold water. The resulting solid was filtered, washed with water (50 mL) and driedunder reduced pressure. It was used in the next step without any further purification. Yield:87% (10 g, off white solid). 1H NMR (400 MHz, DMSO-d6 : 6 8.39 (5, IH), 7.87 (5, IH),4.45-4.39 (m, IH), 4.21 (q, J= 7.2 Hz, 2H), 4.05-4.02 (m, 2H), 2.01-1.98 (m, 2H), 1.85-1.78 (m, 2H), 1.42 (5, 9H), 1.26 (t, J = 7.2 Hz, 3H). LCMS: (Method A) 222.0 (M-Boc), Rt. 2.77 mm, 92.86% (Max).

References:

ASCENEURON S. A.;QUATTROPANI, Anna;KULKARNI, Santosh, S.;GIRI, Awadut, Gajendra WO2017/144633, 2017, A1 Location in patent:Page/Page column 105

37622-90-5 Synthesis