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Bis-(1H-imidazol-2-YL)-methanone → N-Methyl-3-({3-[2-(2,4,6-trifluorobenzyl)-7-(trifluoromethyl)-2H-indazol-3-YL]phenyl}ethynyl)benzamide

HRID 735453
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HRID 735453 반응식
[F:1][C:2]1[CH:38]=[C:37]([F:39])[CH:36]=[C:35]([F:40])[C:3]=1[CH2:4][N:5]1[C:13]([C:14]2[CH:15]=[C:16]([C:20]#[C:21][C:22]3[CH:23]=[C:24]([CH:28]=[CH:29][CH:30]=3)[C:25]([OH:27])=O)[CH:17]=[CH:18][CH:19]=2)=[C:12]2[C:7]([C:8]([C:31]([F:34])([F:33])[F:32])=[CH:9][CH:10]=[CH:11]2)=[N:6]1.Cl.CN.C(C1NC=CN=1)([C:46]1[NH:47]C=CN=1)=O>CN(C=O)C>[CH3:46][NH:47][C:25](=[O:27])[C:24]1[CH:28]=[CH:29][CH:30]=[C:22]([C:21]#[C:20][C:16]2[CH:17]=[CH:18][CH:19]=[C:14]([C:13]3[N:5]([CH2:4][C:3]4[C:2]([F:1])=[CH:38][C:37]([F:39])=[CH:36][C:35]=4[F:40])[N:6]=[C:7]4[C:12]=3[CH:11]=[CH:10][CH:9]=[C:8]4[C:31]([F:32])([F:33])[F:34])[CH:15]=2)[CH:23]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 6364545Methylamine hydrochlorideHCID 866030173-({3-[2-(2,4,6-Trifluorobenzyl)-7-(trifluoromethyl)-2H-indazol-3-YL]phenyl}ethynyl)benzoic acid

생성물 1

HCID 86603018N-Methyl-3-({3-[2-(2,4,6-trifluorobenzyl)-7-(trifluoromethyl)-2H-indazol-3-YL]phenyl}ethynyl)benzamide수율 39.7%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

실험 절차

A solution of 3-({3-[2-(2,4,6-trifluorobenzyl)-7-(trifluoromethyl)-2H-indazol-3-yl]phenyl}ethynyl)benzoic acid (0.042 g, 0.076 mmol), methyl amine-HCl (0.006 g, 0.076 mmol) and carbonyl diimidazole (0.013 g, 0.076 mmol) in 2 mL DMF was stirred at ambient temperature overnight. The reaction mixture was partitioned with ethyl acetate and H2O. The organic phase was concentrated in vacuo and purified by flash chromatography (silica 60, CH2Cl2—CH3OH, 25:1) to give 0.017 g of the product.

후처리

  1. customThe reaction mixture was partitioned with ethyl acetate and H2O
  2. concentrationThe organic phase was concentrated in vacuo
  3. custompurified by flash chromatography (silica 60, CH2Cl2—CH3OH, 25:1)

출처 및 근거

ORD 기록
ord-65bada7634b6485aac8a1c2da9ae49da
출처 데이터셋
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07592363B2

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