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ChemicalBook CAS DataBase List 1-METHYL-1H-INDOLE-4-CARBOXYLIC ACID

1-METHYL-1H-INDOLE-4-CARBOXYLIC ACID synthesis

3synthesis methods
-

Yield:90924-06-4 94%

Reaction Conditions:

with water;lithium hydroxide in tetrahydrofuran;methanol at 30; for 18 h;Inert atmosphere;

Steps:

7.2; 8.2 [79] Step2. l-Methyl-lH-indole-4-carboxylic acid

[80] Into a 250-mL round-bottom flask, was placed a solution of methyl 1 -methyl- lH-indole-4- carboxylate (429 mg, 2.27 mmol, 1.00 eq.) in tetrahydrofuran (50 mL) and MeOH (10 mL). LiOH (aq. 2 mol/L, 22.7 mL, 45.4 mmol, 20.0 eq.) was added. The resulting solution was stirred for 18 h at 30 °C. After removal of the solvents under reduced pressure and extraction with ethyl acetate (60 mL), the pH value of the solution was adjusted to 5-6 with HCl (IN). The solid was collected by filtration and dried in vacuo. This resulted in 373 mg (94%) of the title compound as a white solid. MS: (ES, m/z) [M+H]+ :

References:

WO2017/205296,2017,A1 Location in patent:Paragraph 80

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