1H-Indole-5-carbonitrile,2-methyl- synthesis

7synthesis methods

Product Name:1H-Indole-5-carbonitrile,2-methyl-
CAS Number:36798-24-0
Molecular formula:C10H8N2
Molecular Weight:156.18

1H-Indole-5-carbonitrile, 2-methyl-1-(phenylsulfonyl)-

1240112-40-6
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36798-24-0
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Yield:36798-24-0 93%

Reaction Conditions:

with methanol;sodium hydroxide in tetrahydrofuran at 0 - 20;

Steps:

71

Preparation 71: 2-Methyl-lH-indole-5-carbonitrile; [824] l-(Benzenesulfonyl)-2-methyl-indole-5-carbonitrile (41.33g, 139mmol) obtained in Preparation 70 was dissolved in 25OmL of tetrahydrofuran and 25OmL of methanol, and the mixture was cooled to O⁰C. 14OmL of ION sodium hydroxide was slowly added in drops, and the mixture was stirred for 30 min at O⁰C. The mixture was slowly warmed to room temperature over 15 h while stirring. After completion of the reaction, water was added. The solid compound was filtered, washed with water, and dried to give 20.39g (131mmol, Yield 93%) of the title compound.[825] NMR ¹H-NMR(CDCl₃) δ 8.23(1H, br), 7.84(1H, s), 7,34(2H, m), 6.29(1H, s), 2.48(3H, s)[826] Mass(EI): 157(M⁺+1)

References:

WO2010/93191,2010,A2 Location in patent:Paragraph 822-826