3-Pyridinemethanamine → 6-chloro-N-(pyridin-3-ylmethyl)pyrazin-2-amine

HRID 2192682노트

반응식

HRID 2192682 반응식
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([Cl:8])[N:3]=1.[N:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][NH2:16])[CH:10]=1>C1(C)C(C)=CC=CC=1>[Cl:8][C:4]1[N:3]=[C:2]([NH:16][CH2:15][C:11]2[CH:10]=[N:9][CH:14]=[CH:13][CH:12]=2)[CH:7]=[N:6][CH:5]=1

참가 물질

4

반응물 2

HCID 310183-PyridinemethanamineHCID 785042,6-Dichloropyrazine

생성물 1

HCID 219193566-chloro-N-(pyridin-3-ylmethyl)pyrazin-2-amine수율 93%

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

A mixture 2,6-dichloropyrazine (0.671 mmol) and 3-picolylamine (2.014 mmol) in xylene (25 ml) was refluxed overnight. The residue obtained after evaporation of the solvent was suspended between CH2Cl2 (100 ml) and water (100 ml). The organic layer was separated and the aqueous layer was extracted with CH2Cl3 (3×50 ml). The combined organic extracts were washed with brine (1×100 ml), dried (Na2SO4) and the solvent removed in vacuo. The residue was then purified by column chromatography eluting with a hexane:ethyl acetate gradient mixture to afford the desired product (93%).

후처리

  1. customThe residue obtained
  2. customafter evaporation of the solvent
  3. customThe organic layer was separated
  4. extractionthe aqueous layer was extracted with CH2Cl3 (3×50 ml)
  5. washThe combined organic extracts were washed with brine (1×100 ml)
  6. dry with materialdried (Na2SO4)
  7. customthe solvent removed in vacuo
  8. customThe residue was then purified by column chromatography
  9. washeluting with a hexane

출처 및 근거

ORD 기록
ord-6587a93195224039ad899ea5478e4b0e
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08329737B2

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