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

HRID 2209044
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HRID 2209044 반응식
[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
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참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
0 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-7dd62089cfbf4dabbcc5445a2b57f6cb
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09376441B2

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