O-Xylene → 4-bromo-1-(4-tert-butyldiphenylsilyloxymethylphenyl)-2-(1-trityl-1H-tetrazol-5-yl)pyrrole

HRID 1586813ノート

反応式

HRID 1586813 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([C:32]#[N:33])[N:5]([C:7]2[CH:12]=[CH:11][C:10]([CH2:13][O:14][Si:15]([C:28]([CH3:31])([CH3:30])[CH3:29])([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:9][CH:8]=2)[CH:6]=1.C[Sn]([N:38]=[N+:39]=[N-:40])(C)C.[C:41]1([CH3:48])[C:42](C)=[CH:43][CH:44]=[CH:45][CH:46]=1>>[Br:1][C:2]1[CH:3]=[C:4]([C:32]2[N:38]([C:48]([C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=3)([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)[N:39]=[N:40][N:33]=2)[N:5]([C:7]2[CH:8]=[CH:9][C:10]([CH2:13][O:14][Si:15]([C:28]([CH3:29])([CH3:30])[CH3:31])([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)=[CH:11][CH:12]=2)[CH:6]=1

参加物

4

反応物 3

HCID 7237O-XyleneHCID 5104973Azido(trimethyl)stannaneHCID 197595594-Bromo-1-(4-tert-butyldiphenylsilyloxymethylphenyl)pyrrole-2-carbonitrile

生成物 1

HCID 197594674-bromo-1-(4-tert-butyldiphenylsilyloxymethylphenyl)-2-(1-trityl-1H-tetrazol-5-yl)pyrrole

反応条件

温度
120 °C

実験手順

A mixture of 4-bromo-1-(4-tert-butyldiphenylsilyloxymethylphenyl)pyrrole-2-carbonitrile (2.02 g) and trimethyltin azide (2.42 g) in xylene (20 ml) was stirred at 120° C. for 14 hours. After cooled to ambient temperature, the reaction mixture was concentrated in vacuo. To the residue was added trityl chloride (42 mg), triethylamine (50 μl) and methylene chloride (1 ml), and the mixture was treated in a conventional manner to give 4-bromo-1-(4-tert-butyldiphenylsilyloxymethylphenyl)-2-(1-trityl-1H-tetrazol-5-yl)pyrrole (1.63 g)

後処理

  1. temperatureAfter cooled to ambient temperature
  2. concentrationthe reaction mixture was concentrated in vacuo
  3. additionTo the residue was added trityl chloride (42 mg), triethylamine (50 μl) and methylene chloride (1 ml)
  4. additionthe mixture was treated in a conventional manner

出典と根拠

ORDレコード
ord-8a226c2ffee545b0b9679f04133daa7b
出典データセット
uspto-grants-1993_06
特許番号
US05215994

反応ノート

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