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

HRID 248390노트

반응식

HRID 248390 반응식
[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

참가 물질

4

반응물 3

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

생성물 1

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

반응 조건

온도
120 °C

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-ec8b9e54251d4834bcbaf7302ed84e2b
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05210092

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