3-(3-bromophenyl)-2-(2,4,6-trifluorobenzyl)-7-(trifluoromethyl)-2H-indazole → 2-(2,4,6-Trifluorobenzyl)-7-(trifluoromethyl)-3-{3-[(trimethylsilyl)ethynyl]phenyl}-2H-indazole

HRID 735448노트

반응식

HRID 735448 반응식
Br[C:2]1[CH:3]=[C:4]([C:8]2[N:9]([CH2:21][C:22]3[C:27]([F:28])=[CH:26][C:25]([F:29])=[CH:24][C:23]=3[F:30])[N:10]=[C:11]3[C:16]=2[CH:15]=[CH:14][CH:13]=[C:12]3[C:17]([F:20])([F:19])[F:18])[CH:5]=[CH:6][CH:7]=1.[CH3:31][Si:32]([C:35]#[CH:36])([CH3:34])[CH3:33].C([Sn](CCCC)CCCC)CCC>C1(C)C=CC=CC=1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[F:28][C:27]1[CH:26]=[C:25]([F:29])[CH:24]=[C:23]([F:30])[C:22]=1[CH2:21][N:9]1[C:8]([C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([C:36]#[C:35][Si:32]([CH3:34])([CH3:33])[CH3:31])[CH:3]=2)=[C:16]2[C:11]([C:12]([C:17]([F:19])([F:18])[F:20])=[CH:13][CH:14]=[CH:15]2)=[N:10]1

참가 물질

5

반응물 2

HCID 866030113-(3-bromophenyl)-2-(2,4,6-trifluorobenzyl)-7-(trifluoromethyl)-2H-indazoleHCID 86603012Trimethylsilyl-acetylene tributyltin

생성물 1

HCID 866030102-(2,4,6-Trifluorobenzyl)-7-(trifluoromethyl)-3-{3-[(trimethylsilyl)ethynyl]phenyl}-2H-indazole

시약·촉매·용매 2

HCID 178420534HCID 178420534, 화합물촉매HCID 1140Toluene용매

실험 절차

A solution of 3-(3-bromophenyl)-2-(2,4,6-trifluorobenzyl)-7-(trifluoromethyl)-2H-indazole (2.0 g, 4.1 mmol) and trimethylsilyl-acetylene-tributyltin in 30 mL of toluene was degassed. Palladium-tetrakis-triphenylphosphine (0.046 g, 0.4 mmol) was added and the mixture heated at reflux for 18 hours. The reaction mixture was concentrated in vacuo and purified by flash chromatography (silica 60, hexane-ethyl acetate, 9:1) to give the title compound (1.8 g) as a white solid.

후처리

  1. temperaturethe mixture heated
  2. temperatureat reflux for 18 hours
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. custompurified by flash chromatography (silica 60, hexane-ethyl acetate, 9:1)

출처 및 근거

ORD 기록
ord-00c69510130b4a74889c182e8ef8fcac
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07592363B2

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