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Water → N-(6-bromo-2-chloro-3-(methylamino)pyridin-4-yl)propionamide

HRID 2209044
ノート
印刷プレビュー

反応式

HRID 2209044 の反応式
[Br:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([NH:9][CH3:10])=[C:4]([NH2:11])[CH:3]=1.[C:12](Cl)(=[O:15])[CH2:13][CH3:14].O>N1C=CC=CC=1>[Br:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([NH:9][CH3:10])=[C:4]([NH:11][C:12](=[O:15])[CH2:13][CH3:14])[CH:3]=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

5

反応物 3

HCID 962WaterHCID 62324Propionyl chlorideHCID 1178428716-bromo-2-chloro-N3-methylpyridine-3,4-diamine

生成物 1

HCID 117843073N-(6-bromo-2-chloro-3-(methylamino)pyridin-4-yl)propionamide

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
0 °C

実験手順

6-bromo-2-chloro-N3-methylpyridine-3,4-diamine 2.59 (410 mg, 2.74 mmol) was dissolved in pyridine (10 mL). Mixture was cooled down to 0° C. and then propanoyl chloride (207 mg) was added portion wise. Mixture was stirred at 0° C. for 1 h. Reaction mixture was poured into water and extracted with ethyl acetate. Organic phase was dried over Mg2SO4, filtered, and concentrated under reduced pressure. Resulting residues were purified by silica gel chromatography (5% MeOH in DCM) to provide N-(6-bromo-2-chloro-3-(methylamino)pyridin-4-yl)propionamide (2.78). LC/MS found for C9H11BrClN3O as (M+H)+ 291.9.

後処理

  1. customReaction mixture
  2. extractionextracted with ethyl acetate
  3. dry with materialOrganic phase was dried over Mg2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customResulting residues were purified by silica gel chromatography (5% MeOH in DCM)

出典と根拠

ORDレコード
ord-7dd62089cfbf4dabbcc5445a2b57f6cb
出典データセット
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09376441B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート