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MFCD22375194 synthesis

2synthesis methods
1H-Indole-3-carboxylic acid, 1-(1-methylethyl)-, methyl ester

158574-86-8
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MFCD22375194

158574-87-9
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Yield:158574-87-9 90%

Reaction Conditions:

with sodium hydroxide in tetrahydrofuran;

Steps:

67.2 (Step 2)

(Step 2) Synthesis of 1-isopropylindole-3-carboxylic acid In THF (8.0 ml) was dissolved methyl 1-isopropylindole-3-carboxylate (387.6 mg, 1.784 mmol). To the resulting solution was added 0.25N NaOH (8.0 ml). The resulting mixture was stirred at 50?C for 18 hours. After cooling to room temperature, the reaction mixture was acidified with 1N HCl (4.5 ml). The crystals thus precipitated were collected by filtration under reduced pressure, washed with water and dried under reduced pressure to give 1-isopropylindole-3-carboxylic acid (327.8 mg, 90%) as a pale pink amorphous substance. 1H-NMR (DMSO-d6) δ: 1.38 (6H, d, J=6.4Hz), 4.78 (1H, m), 7.20 (2H, m), 7.59 (1H, d, J=8.0Hz), 8.02 (1H, d, J=7.6Hz), 8.12 (1H, s), 11.96 (1H, br s).

References:

EP1346982,2003,A1