Phosphorus oxychloride → 7-Bromo-1-chloro-6-methoxyisoquinoline

HRID 2060364

반응식

HRID 2060364 반응식
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][NH:8][C:9]2=O)=[CH:4][C:3]=1[O:13][CH3:14].P(Cl)(Cl)([Cl:17])=O>>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[C:9]2[Cl:17])=[CH:4][C:3]=1[O:13][CH3:14]

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 580051257-Bromo-6-methoxy-1(2H)-isoquinolinone

생성물 1

HCID 595711467-Bromo-1-chloro-6-methoxyisoquinoline

실험 절차

A mixture of the product from Step 2 (7-bromo-6-methoxyisoquinolin-1(2H)-one) (4.7 g, 18.5 mmol) in phosphorus oxychloride (30 mL) was heated to reflux for 2 h, cooled to RT, the volatiles evaporated and the residue partitioned between 3M NaOH and DCM. The organic phase was dried over Na2SO4, solvent evaporated and the solid triturated with Et2O (20 mL) and filtered to give a solid (3.75 g). LRMS ESI+ (M+H)+ 274.0.

후처리

  1. temperaturewas heated
  2. temperatureto reflux for 2 h
  3. customthe volatiles evaporated
  4. customthe residue partitioned between 3M NaOH and DCM
  5. dry with materialThe organic phase was dried over Na2SO4, solvent
  6. customevaporated
  7. customthe solid triturated with Et2O (20 mL)
  8. filtrationfiltered

출처 및 근거

ORD 기록
ord-17e8341d8d9d4154bc30772648a13051
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08278322B2

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