Hydrochloric Acid → (3E)-3-{5,5-dimethyl-4-[4-(morpholin-4-ylmethyl)phenyl]furan-2(5H)-ylidene}-2-oxoindoline-5-carboxylic acid

HRID 333379노트

반응식

HRID 333379 반응식
[CH3:1][C:2]1([CH3:34])[O:6]/[C:5](=[C:7]2/[C:8](=[O:20])[NH:9][C:10]3[C:15]/2=[CH:14][C:13]([C:16]([O:18]C)=[O:17])=[CH:12][CH:11]=3)/[CH:4]=[C:3]1[C:21]1[CH:26]=[CH:25][C:24]([CH2:27][N:28]2[CH2:33][CH2:32][O:31][CH2:30][CH2:29]2)=[CH:23][CH:22]=1.[OH-].[Na+].Cl>CO>[CH3:1][C:2]1([CH3:34])[O:6]/[C:5](=[C:7]2/[C:8](=[O:20])[NH:9][C:10]3[C:15]/2=[CH:14][C:13]([C:16]([OH:18])=[O:17])=[CH:12][CH:11]=3)/[CH:4]=[C:3]1[C:21]1[CH:26]=[CH:25][C:24]([CH2:27][N:28]2[CH2:33][CH2:32][O:31][CH2:30][CH2:29]2)=[CH:23][CH:22]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58926016methyl (3E)-3-{5,5-dimethyl-4-[4-(morpholin-4-ylmethyl)phenyl]furan-2(5H)-ylidene}-2-oxoindoline-5-carboxylate

생성물 1

HCID 24967002(3E)-3-{5,5-dimethyl-4-[4-(morpholin-4-ylmethyl)phenyl]furan-2(5H)-ylidene}-2-oxoindoline-5-carboxylic acid

시약·촉매·용매 1

HCID 887Methanol용매

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온도
50 °C

실험 절차

To a stirred solution of methyl (3E)-3-{5,5-dimethyl-4-[4-(morpholin-4-ylmethyl)phenyl]furan-2(5H)-ylidene}-2-oxoindoline-5-carboxylate (18 mg, 0.039 mmol) in MeOH (1 mL) was added 1M NaOH solution (1 mL, 1 mmol). The mixture was heated in 50° C. bath under nitrogen for 4 hours, cooled to room temp, and neutralized with 1M HCl to about pH 7. The mixture was extracted with 10% MeOH/CHCl3 solution (3×30 mL). The organic layers were combined, dried over Na2SO4, and evaporated to dryness to give (3E)-3-{5,5-dimethyl-4-[4-(morpholin-4-ylmethyl)phenyl]furan-2(5H)-ylidene}-2-oxoindoline-5-carboxylic acid as yellow solid. Yield: 15 mg, 88%.

후처리

  1. temperaturecooled to room temp
  2. extractionThe mixture was extracted with 10% MeOH/CHCl3 solution (3×30 mL)
  3. dry with materialdried over Na2SO4
  4. customevaporated to dryness

출처 및 근거

ORD 기록
ord-cecaed49bbbb4f0cb6fda9985d9cb0ec
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877923B2

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