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Ethyl Acetate → 2-Amino-4-bromopyridine-3-carbonitrile

HRID 2361743
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인쇄 미리보기

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HRID 2361743 반응식
Br[C:2]1[N:9]=[CH:8][CH:7]=[C:6]([Br:10])[C:3]=1[C:4]#[N:5].CCOC(C)=O.[NH4+:17].[OH-]>C1COCC1>[NH2:17][C:2]1[N:9]=[CH:8][CH:7]=[C:6]([Br:10])[C:3]=1[C:4]#[N:5]
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참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 14923Ammonium HydroxideHCID 574595912,4-Dibromopyridine-3-carbonitrile

생성물 1

HCID 580811212-Amino-4-bromopyridine-3-carbonitrile수율 26.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
100 °C

실험 절차

A mixture of compound D7 (32 g, 122.2 mmol) in NH4OH (200 ml, 30% in water) and THF (200 ml) was heated at 100° C. for 12 h. in a PARR pressure vessel. After cooling, EtOAc was added. The organic layer was separated, washed with brine, dried (Na2SO4) and evaporated in vacuo. The solid residue thus obtained was triturated with DCM and then filtered off. The filtrate was evaporated in vacuo to yield compound D8 (6.5 g, 26.8%) as a white solid.

후처리

  1. temperatureAfter cooling
  2. customThe organic layer was separated
  3. washwashed with brine
  4. dry with materialdried (Na2SO4)
  5. customevaporated in vacuo
  6. customThe solid residue thus obtained
  7. customwas triturated with DCM
  8. filtrationfiltered off
  9. customThe filtrate was evaporated in vacuo

출처 및 근거

ORD 기록
ord-b0c1fb4648cf453d845e32f0ef0125d0
출처 데이터셋
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08691813B2

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