Sodium Azide → 7-(2-Azido-ethoxy)-1-(3-chloro-benzyl)-5-fluoro-3-(naphthalene-1-sulfonyl)-1H-indazole

HRID 2240060노트

반응식

HRID 2240060 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:33]=[CH:34][CH:35]=1)[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][C:11]([F:19])=[CH:12][C:13]=2[O:15][CH2:16][CH2:17]Cl)[C:8]([S:20]([C:23]2[C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[CH:26]=[CH:25][CH:24]=2)(=[O:22])=[O:21])=[N:7]1.[N-:36]=[N+:37]=[N-:38].[Na+]>CS(C)=O.O>[N:36]([CH2:17][CH2:16][O:15][C:13]1[CH:12]=[C:11]([F:19])[CH:10]=[C:9]2[C:14]=1[N:6]([CH2:5][C:4]1[CH:33]=[CH:34][CH:35]=[C:2]([Cl:1])[CH:3]=1)[N:7]=[C:8]2[S:20]([C:23]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:26]=[CH:25][CH:24]=1)(=[O:21])=[O:22])=[N+:37]=[N-:38]

참가 물질

5

반응물 2

HCID 33557Sodium AzideHCID 588121191-(3-Chloro-benzyl)-7-(2-chloro-ethoxy)-5-fluoro-3-(naphthalene-1-sulfonyl)-1H-indazole

생성물 1

HCID 866107637-(2-Azido-ethoxy)-1-(3-chloro-benzyl)-5-fluoro-3-(naphthalene-1-sulfonyl)-1H-indazole

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매

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온도
90 °C

실험 절차

A mixture of 1-(3-chloro-benzyl)-7-(2-chloro-ethoxy)-5-fluoro-3-(naphthalene -1-sulfonyl)-1H-indazole (0.1 g, 0.19 mmoles) and sodium azide (0.014 g, 0.22 mmoles) in DMSO (3 mL) was stirred together in a round bottom flask under nitrogen at 90° C. for 3 hours. Reaction mixture was cooled to room temperature, diluted with water, extracted with EtOAC, washed with water (2×), brine (1×), dried over Na2SO4, and concentrated under vacuum to afford the title compound as an off white solid (0.09 g, 0.17 mmoles).

후처리

  1. customReaction mixture
  2. temperaturewas cooled to room temperature
  3. extractionextracted with EtOAC
  4. washwashed with water (2×), brine (1×)
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-f63e95884ceb4480b6ded01e3aee5098
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07723329B2

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