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

HRID 385958
ノート
印刷プレビュー

反応式

HRID 385958 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
150 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2040867994ac483f83d997bbe8136a46
出典データセット
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08367706B2

反応ノート

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