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 1807635노트

반응식

HRID 1807635 반응식
[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

참가 물질

6

반응물 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

생성물 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 acid수율 83%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

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)+.

후처리

  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

출처 및 근거

ORD 기록
ord-f68c1a5c7ef94ab2a245e18908dec6eb
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08357687B2

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