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Sodium Hydroxide → 1-(1-methylethyl)-6-(4-morpholinylsulfonyl)-1H-indazole-4-carboxylic acid

HRID 85512
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HRID 85512 반응식
[OH-].[Na+].[CH3:3][CH:4]([N:6]1[C:14]2[CH:13]=[C:12]([S:15]([N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)(=[O:17])=[O:16])[CH:11]=[C:10]([C:24]([O:26]C)=[O:25])[C:9]=2[CH:8]=[N:7]1)[CH3:5]>C(O)C>[CH3:5][CH:4]([N:6]1[C:14]2[CH:13]=[C:12]([S:15]([N:18]3[CH2:19][CH2:20][O:21][CH2:22][CH2:23]3)(=[O:16])=[O:17])[CH:11]=[C:10]([C:24]([OH:26])=[O:25])[C:9]=2[CH:8]=[N:7]1)[CH3:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 68210332HCID 68210332, 화합물

생성물 1

HCID 674681771-(1-methylethyl)-6-(4-morpholinylsulfonyl)-1H-indazole-4-carboxylic acid

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Sodium hydroxide (0.980 mL, 0.980 mmol) was added to a solution of methyl 1-(1-methylethyl)-6-(4-morpholinylsulfonyl)-1H-indazole-4-carboxylate (90 mg, 0.245 mmol) in ethanol (30 mL) and heated at reflux for 1 hour. The solvent was removed in vacuo and the residue suspended in water (20 mL). The contents were acidifed by addition of acetic acid, and extracted with DCM (4×30 mL). The combined organic layers were washed with water, brine, dried over MgSO4, filtered, and concentrated in vacuo. The product was collected as 90 mg. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 1.63-1.78 (m, 6H), 3.02-3.24 (m, 4H), 3.67-3.88 (m, 4H), 5.00 (dt, J=13.20, 6.66 Hz, 1H), 8.21 (s, 1H), 8.31 (s, 1H), 8.71 (s, 1H), LCMS(ES) [M+H]+ 354.2

후처리

  1. temperatureheated
  2. temperatureat reflux for 1 hour
  3. customThe solvent was removed in vacuo
  4. additionThe contents were acidifed by addition of acetic acid
  5. extractionextracted with DCM (4×30 mL)
  6. washThe combined organic layers were washed with water, brine
  7. dry with materialdried over MgSO4
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo
  10. customThe product was collected as 90 mg

출처 및 근거

ORD 기록
ord-16d62a00b9784cd8b675702309fef554
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08846935B2

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