Triethylamine → 3-Bromo-6-chloropyridine-2-carbonitrile

HRID 1479495노트

반응식

HRID 1479495 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:9])=[N+:6]([O-])[CH:7]=1.C[Si]([C:14]#[N:15])(C)C.C(N(CC)CC)C>C(#N)C>[Br:1][C:2]1[C:7]([C:14]#[N:15])=[N:6][C:5]([Cl:9])=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 82115Trimethylsilyl cyanideHCID 162183245-Bromo-2-chloro-1-oxo-1lambda~5~-pyridine

생성물 1

HCID 441196673-Bromo-6-chloropyridine-2-carbonitrile

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
100 °C

실험 절차

To a solution of 5-bromo-2-chloropyridine 1-oxide (from step 1) (1.0 eq.) in acetonitrile (0.2 M) was added trimethylsilyl cyanide (TMSCN) (4.0 eq.) and triethylamine (3.0 eq.). The reaction was heated at 100° C. overnight. After cooling to room temperature, the solvent was concentrated en vacuo, and the residue was purified by a COMBIFLASH® system (ISCO) using 0-40% ethyl acetate in hexane to give 3-bromo-6-chloropicolinonitrile.

후처리

  1. temperatureAfter cooling to room temperature
  2. concentrationthe solvent was concentrated en vacuo
  3. customthe residue was purified by a COMBIFLASH® system (ISCO)

출처 및 근거

ORD 기록
ord-5d9e763568ab4586a74fe6b79cef9c83
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09408907B2

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