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2,4-Dichlorophenol → HCID 66917887, 화합물

HRID 1818009
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HRID 1818009 반응식
Br[C:2]1[CH:3]=[C:4]([F:12])[CH:5]=[C:6]2[C:10]=1[NH:9][CH:8]=[C:7]2[CH3:11].[Cl:13][C:14]1[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:15]=1[OH:21].Cl.CN(C)CC(O)=O.C([O-])([O-])=O.[Cs+].[Cs+]>O1CCOCC1.[Cu]I>[Cl:13][C:14]1[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:15]=1[O:21][C:2]1[CH:3]=[C:4]([F:12])[CH:5]=[C:6]2[C:10]=1[NH:9][CH:8]=[C:7]2[CH3:11]
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참가 물질

7

반응물 4

HCID 84492,4-DichlorophenolHCID 10796Cesium carbonateHCID 75605N,N-Dimethylglycine hydrochlorideHCID 534012037-Bromo-5-fluoro-3-methyl-1H-indole

생성물 1

HCID 66917887HCID 66917887, 화합물수율 34%

시약·촉매·용매 2

HCID 24350
Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
촉매
HCID 312751,4-Dioxane용매

실험 절차

Following general method A-18, 7-Bromo-5-fluoro-3-methyl-1H-indole (1.60 g, 7.02 mmol) was reacted with 2,4-dichlorophenol (1.72 g, 10.5 mmol), CuI (134 mg, 0.702 mmol), N,N-dimethylglycine hydrochloride (293 mg, 2.10 mmol), and Cs2CO3 (4.57 g, 14.0 mmol) in anhydrous dioxane (14 mL). The crude product was purified by silica gel column chromatography utilizing a solvent system of 5% EtOAc/Hexanes to yield 746 mg of I-198B as a yellow oil (34%). 1H NMR (400 MHz, CDCl3)

후처리

  1. customThe crude product was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-bb2870dcaced4465a2ece16da8a84cff
출처 데이터셋
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07598397B2

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