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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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2,6-Lutidine → 7-[2-(3-chloro-pyridin-2-yl)-5-methoxy-2H-pyrazol-3-yl]-2-(4-methoxy-benzyl)-5-methyl-2H-8-oxa-1,2,6-triaza-cyclopenta[a]naphthalen-9-one

HRID 1907146
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HRID 1907146 반응식
[NH2:1][C:2]1[C:3]([CH3:23])=[CH:4][C:5]2[C:9]([C:10]=1[C:11]([OH:13])=[O:12])=[N:8][N:7]([CH2:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=1)[CH:6]=2.[Cl:24][C:25]1[C:26]([N:31]2[C:35]([C:36](O)=O)=[CH:34][C:33]([O:39][CH3:40])=[N:32]2)=[N:27][CH:28]=[CH:29][CH:30]=1.C(Cl)(=O)C(Cl)=O.N1C(C)=CC=CC=1C.CS(Cl)(=O)=O>C(#N)C>[Cl:24][C:25]1[C:26]([N:31]2[C:35]([C:36]3[O:12][C:11](=[O:13])[C:10]4[C:9]5=[N:8][N:7]([CH2:14][C:15]6[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=6)[CH:6]=[C:5]5[CH:4]=[C:3]([CH3:23])[C:2]=4[N:1]=3)=[CH:34][C:33]([O:39][CH3:40])=[N:32]2)=[N:27][CH:28]=[CH:29][CH:30]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 79372,6-LutidineHCID 31297Methanesulfonyl chlorideHCID 65578Oxalyl chlorideHCID 509892861-(3-chloropyridin-2-yl)-3-methoxy-1H-pyrazole-5-carboxylic acidHCID 585004296-amino-2-(4-methoxy-benzyl)-5-methyl-2H-indazole-7-carboxylic acid

생성물 1

HCID 58500462
7-[2-(3-chloro-pyridin-2-yl)-5-methoxy-2H-pyrazol-3-yl]-2-(4-methoxy-benzyl)-5-methyl-2H-8-oxa-1,2,6-triaza-cyclopenta[a]naphthalen-9-one

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A suspension of 6-amino-2-(4-methoxy-benzyl)-5-methyl-2H-indazole-7-carboxylic acid (0.288 g, 0.925 mmol) in acetonitrile (4 ml) was stirred at 20° C. for 10 minutes before the acyl chloride prepared from 2-(3-chloro-pyridin-2-yl)-5-methoxy-2H-pyrazole-3-carboxylic acid and oxalyl chloride (0.265 g, 0.971 mmol) was added. After 45 minutes stirring, 2,6-lutidine (0.215 ml) was added, followed 10 minutes later by methanesulfonyl chloride (0.072 ml, 0.925 mmol). After 18 hours of reaction, the mixture was concentrated under vacuum and water (25 ml) was added. The product was extracted with ethyl acetate and purified by flash chromatography on silica gel using a gradient from 50% to 100% ethyl acetate in cyclohexane. The desired product was obtained as light orange crystals.

후처리

  1. additionwas added
  2. customAfter 18 hours of reaction
  3. concentrationthe mixture was concentrated under vacuum and water (25 ml)
  4. additionwas added
  5. extractionThe product was extracted with ethyl acetate
  6. custompurified by flash chromatography on silica gel using a gradient from 50% to 100% ethyl acetate in cyclohexane

출처 및 근거

ORD 기록
ord-ea766e1c642f40588e83d01e65061c7f
출처 데이터셋
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08598078B2

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