Chloropyrazine → (S)-2-(1-methyl-2-pyrrolidinylmethoxy)pyrazine

HRID 1420520노트

반응식

HRID 1420520 반응식
[CH3:1][N:2]1[CH2:6][CH2:5][CH2:4][C@H:3]1[CH2:7][OH:8].CC(C)([O-])C.[K+].Cl[C:16]1[CH:21]=[N:20][CH:19]=[CH:18][N:17]=1>C1COCC1>[CH3:1][N:2]1[CH2:6][CH2:5][CH2:4][C@H:3]1[CH2:7][O:8][C:16]1[CH:21]=[N:20][CH:19]=[CH:18][N:17]=1

참가 물질

5

반응물 3

HCID 73277ChloropyrazineHCID 643492(2S)-1-Methyl-2-pyrrolidinemethanolHCID 23665647Potassium tert-butoxide

생성물 1

HCID 44325872(S)-2-(1-methyl-2-pyrrolidinylmethoxy)pyrazine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of (S)-1-methyl-2-pyrrolidinemethanol (1.15 g) in THF (45 mL) was treated with potassium tert-butoxide (1.2 g). After 10 min, chloropyrazine was added and the reaction stirred for 1.5 h. The reaction was quenched with 5 N HCl (4 mL) and the solvent evaporated. The residue was suspended in water and extracted with ether. The aqueous fraction was made basic and extracted with CHCl3. The extracts were dried, the solvent evaporated, and the residue purified by radial chromatography eluting with 20%-EtOH-2%-NH4OH-CHCl3 to give (S)-2-(1-methyl-2-pyrrolidinylmethoxy)pyrazine (1.1). The HCl salt crystallized from EtOAc as a white solid, m.p. 121-122° C. (Compound 28)

후처리

  1. customThe reaction was quenched with 5 N HCl (4 mL)
  2. customthe solvent evaporated
  3. extractionextracted with ether
  4. extractionextracted with CHCl3
  5. customThe extracts were dried
  6. customthe solvent evaporated
  7. customthe residue purified by radial chromatography
  8. washeluting with 20%-EtOH-2%-NH4OH-CHCl3

출처 및 근거

ORD 기록
ord-51486aa179df4d81a5ebefb9c6f90d78
출처 데이터셋
uspto-grants-2000_06
특허 번호
US06071900

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