Sodium Hydroxide → 3-cyclohexyl-1-methyl-2-(2-{2-[methyl(2-{2-[methyl(sulfamoyl)amino]ethoxy}ethyl)amino]-2-oxoethoxy}phenyl)-1H-indole-6-carboxylic acid

HRID 1807635ノート

反応式

HRID 1807635 の反応式
[OH-].[Na+].[CH:3]1([C:9]2[C:17]3[C:12](=[CH:13][C:14]([C:18]([O:20]C)=[O:19])=[CH:15][CH:16]=3)[N:11]([CH3:22])[C:10]=2[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[O:29][CH2:30][C:31]([N:33]([CH3:45])[CH2:34][CH2:35][O:36][CH2:37][CH2:38][N:39]([CH3:44])[S:40](=[O:43])(=[O:42])[NH2:41])=[O:32])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1>O.CO.C1COCC1>[CH:3]1([C:9]2[C:17]3[C:12](=[CH:13][C:14]([C:18]([OH:20])=[O:19])=[CH:15][CH:16]=3)[N:11]([CH3:22])[C:10]=2[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[O:29][CH2:30][C:31]([N:33]([CH3:45])[CH2:34][CH2:35][O:36][CH2:37][CH2:38][N:39]([CH3:44])[S:40](=[O:42])(=[O:43])[NH2:41])=[O:32])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]1

参加物

6

反応物 2

HCID 14798Sodium HydroxideHCID 58317822methyl 3-cyclohexyl-1-methyl-2-(2-{2-[methyl(2-{2-[methyl(sulfamoyl)amino]ethoxy}ethyl)amino]-2-oxoethoxy}phenyl)-1H-indole-6-carboxylate

生成物 1

HCID 583178273-cyclohexyl-1-methyl-2-(2-{2-[methyl(2-{2-[methyl(sulfamoyl)amino]ethoxy}ethyl)amino]-2-oxoethoxy}phenyl)-1H-indole-6-carboxylic acid収率 83%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of NaOH (1.00 g, 25 mmol) in water (5 mL) was added to a stirred solution of intermediate 7 (370 mg, 0.602 mmol) in MeOH (30 mL) and THF (10 mL). After 5 h, the solution was concentrated under vacuum. The pH was then adjusted to 5 with acetic acid (AcOH). Then, the reaction mixture was extracted with AcOEt, the organic layer dried over anhydrous Na2SO4, filtered and the filtrate evaporated to yield 300 mg (83%) of 3-cyclohexyl-1-methyl-2-(2-{2-[methyl(2-{2-[methyl(sulfamoyl)amino]ethoxy}ethyl)amino]-2-oxoethoxy}phenyl)-1H-indole-6-carboxylic acid 8 as a white powder: m/z=601 (M+H)+.

後処理

  1. concentrationthe solution was concentrated under vacuum
  2. extractionThen, the reaction mixture was extracted with AcOEt
  3. dry with materialthe organic layer dried over anhydrous Na2SO4
  4. filtrationfiltered
  5. customthe filtrate evaporated

出典と根拠

ORDレコード
ord-f68c1a5c7ef94ab2a245e18908dec6eb
出典データセット
uspto-grants-2013_01
特許番号
US08357687B2

反応ノート

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