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Water → Ethyl (6-chloro-1-methyl-1H-indazol-3-yl)acetate

HRID 82216
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HRID 82216 반응식
[H-].[Na+].[Cl:3][C:4]1[CH:12]=[C:11]2[C:7]([C:8]([CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[N:9][NH:10]2)=[CH:6][CH:5]=1.I[CH3:20].O>C1COCC1>[Cl:3][C:4]1[CH:12]=[C:11]2[C:7]([C:8]([CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[N:9][N:10]2[CH3:20])=[CH:6][CH:5]=1
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참가 물질

6

반응물 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 178470796HCID 178470796, 화합물

생성물 1

HCID 70847731Ethyl (6-chloro-1-methyl-1H-indazol-3-yl)acetate수율 100%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Sodium hydride (24 mg, 0.602 mmol, 60% in oil) was added to ethyl (6-chloro-1H-indazol-3-yl)acetate (Preparation 168, 120 mg, 0.502 mmol) in THF (4 mL) at 0° C. and the mixture was stirred for 30 minutes. Then iodomethane (0.09 mL, 1.508 mmol) was added. The mixture was stirred at room temperature for 30 mins then water (4 mL) was added. The mixture was evaporated in vacuo and the aqueous residue was acidified with aqueous HCl (6 M). This was extracted with ethyl acetate (10 mL) and the organic phase was dried over sodium sulphate and evaporated in vacuo to afford the title compound as a white solid in 100% yield, 150 mg.

후처리

  1. stirringThe mixture was stirred at room temperature for 30 mins
  2. customThe mixture was evaporated in vacuo
  3. extractionThis was extracted with ethyl acetate (10 mL)
  4. dry with materialthe organic phase was dried over sodium sulphate
  5. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-577d074b4c464056aa9e8b64afcdfa8d
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08846698B2

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