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Water → HCID 68295306, 화합물

HRID 1854124
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HRID 1854124 반응식
[CH:1]1([N:6]2[C:14]3[CH:13]=[C:12]([C:15]4[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=4)[CH:11]=[C:10]([C:22]([O:24][CH3:25])=[O:23])[C:9]=3[CH:8]=[N:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.Br[CH2:27][CH2:28][CH2:29][OH:30].C([O-])([O-])=O.[K+].[K+].O>CN(C=O)C>[CH:1]1([N:6]2[C:14]3[CH:13]=[C:12]([C:15]4[CH:20]=[CH:19][C:18]([O:21][CH2:27][CH2:28][CH2:29][OH:30])=[CH:17][CH:16]=4)[CH:11]=[C:10]([C:22]([O:24][CH3:25])=[O:23])[C:9]=3[CH:8]=[N:7]2)[CH2:2][CH2:3][CH2:4][CH2:5]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

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HCID 962WaterHCID 11430Potassium CarbonateHCID 123083-Bromo-1-propanolHCID 136344377methyl 1-cyclopentyl-6-(4-hydroxyphenyl)-1H-indazole-4-carboxylate

생성물 1

HCID 68295306HCID 68295306, 화합물수율 68.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide
용매

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온도
100 °C

실험 절차

To a stirred solution of methyl 1-cyclopentyl-6-(4-hydroxyphenyl)-1H-indazole-4-carboxylate (0.5 g, 1.48 mmol) in DMF (15 mL), 3-bromopropane-1-ol (0.616 g, 4.46 mmol) and K2CO3 (0.306 g, 2.23 mmol) were added, resulting reaction mass was heated at 100° C. for 4 h. On completion, water was added to reaction mass and extracted with ethyl acetate. Combined organic layers were dried and concentrated under reduced pressure giving crude material which was purified by column chromatography over silica gel (60-120 mesh size) to afford methyl 1-cyclopentyl-6-(4-(3-hydroxypropoxy)phenyl)-1H-indazole-4-carboxylate (0.4 g, 68.2%).

후처리

  1. customresulting
  2. customreaction mass
  3. extractionextracted with ethyl acetate
  4. customCombined organic layers were dried
  5. concentrationconcentrated under reduced pressure
  6. customgiving crude material which
  7. customwas purified by column chromatography over silica gel (60-120 mesh size)

출처 및 근거

ORD 기록
ord-6fd70e9ef3a04615b9f2b4b711d943b4
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08962620B2

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