ChemicalBook CAS DataBase List Methyl 4-imidazolecarboxylate

Methyl 4-imidazolecarboxylate synthesis

5synthesis methods

Product Name:Methyl 4-imidazolecarboxylate
CAS Number:17325-26-7
Molecular formula:C5H6N2O2
Molecular Weight:126.11

67-56-1

1072-84-0

17325-26-7

Step 1 Synthesis of methyl 1H-imidazole-4-carboxylate: 1H-imidazole-4-carboxylic acid (1.0 g, 8.9 mmol) was mixed with concentrated sulfuric acid (1 mL) in methanol (30 mL), stirred and heated to 0 °C. The reaction mixture was reacted under reflux conditions overnight. Upon completion of the reaction, the mixture was concentrated under reduced pressure and subsequently partitioned between cold water and ethyl acetate. The organic layer was separated and concentrated under reduced pressure to afford methyl 1H-imidazole-4-carboxylate (1 g, 89% yield).

67-56-1 Synthesis

67-56-1
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1072-84-0 Synthesis

1072-84-0
381 suppliers
$10.00/1g

17325-26-7
237 suppliers
$13.00/250mg

Yield:17325-26-7 99%

Reaction Conditions:

with thionyl chloride at 70; for 16 h;

Steps:

1 Step 1-Methyl 1H-imidazole-4-carboxylate
To a mixture of 1H-imidazole-4-carboxylic acid (5.00 g, 44.6 mmol, CAS1072-84-0) in MeOH (50 mL) was added SOCl₂(10.6 g, 89.2 mmol, 6.47 mL). The reaction mixture was stirred at 70° C. for 16 hours. On completion, the reaction mixture was concentrated in vacuo to give the title compound (5.60 g, 99% yield) as white solid. The residue was used to the next step directly without further purification. ¹H NMR (400 MHz, DMSO-d₆) δ 9.29-9.25 (m, 1H), 8.37 (s, 1H), 3.87 (s, 3H).

References:

Kymera Therapeutics, Inc.;Mainolfi, Nello;Ji, Nan;Kluge, Arthur F.;Weiss, Matthew M.;Zhang, Yi US2019/192668, 2019, A1 Location in patent:Paragraph 2699; 2700

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67-56-1 Synthesis

67-56-1
803 suppliers
$7.29/5ml-f

3034-50-2 Synthesis