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Trichloroacetonitrile → 6-Chloro-2-methyl-3-(5-methyl-1,3,4-oxadiazol-2-yl)pyridine

HRID 385958
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인쇄 미리보기

반응식

HRID 385958 반응식
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[C:4]([CH3:11])[N:3]=1.[C:12]([NH:15][NH2:16])(=O)[CH3:13].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.ClC(Cl)(Cl)C#N>C(#N)C>[Cl:1][C:2]1[N:3]=[C:4]([CH3:11])[C:5]([C:6]2[O:8][C:12]([CH3:13])=[N:15][N:16]=2)=[CH:9][CH:10]=1
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참가 물질

6

반응물 4

HCID 11011TrichloroacetonitrileHCID 11776TriphenylphosphineHCID 14039AcetohydrazideHCID 462238396-Chloro-2-methylpyridine-3-carboxylic acid

생성물 1

HCID 595258946-Chloro-2-methyl-3-(5-methyl-1,3,4-oxadiazol-2-yl)pyridine

시약·촉매·용매 1

HCID 6342Acetonitrile
용매

반응 조건

온도
150 °C

실험 절차

6-Chloro-2-methylnicotinic acid (200 mg, 1.2 mmol), acetohydrazide (95 mg, 1.3 mmol), solid supported triphenylphosphine on polystyrene (1.88 mmol/g loading, 1.94 g, 3.5 mmol) were placed in a microwave vial. Dry acetonitrile (16.7 ml) followed by trichloroacetonitrile (0.23 ml, 2.33 mmol) were added and the vial was heated in a microwave at 150° C. for 20 minutes. It was allowed to cool to room temperature, filtered, and the filter cake was washed with acetonitrile. The filtrate was concentrated under reduced pressure to afford the title compound.

후처리

  1. additionwere added
  2. temperatureto cool to room temperature
  3. filtrationfiltered
  4. washthe filter cake was washed with acetonitrile
  5. concentrationThe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-2040867994ac483f83d997bbe8136a46
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08367706B2

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