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 735448ノート

反応式

HRID 735448 の反応式
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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 178420534HCID 178420534、化合物触媒HCID 1140Toluene溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-00c69510130b4a74889c182e8ef8fcac
出典データセット
uspto-grants-2009_09
特許番号
US07592363B2

反応ノート

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