Phosphorus oxychloride → 8-Bromo-2-chloro-6-fluoroquinazoline

HRID 2079635노트

반응식

HRID 2079635 반응식
[Br:1][C:2]1[CH:3]=[C:4]([F:13])[CH:5]=[C:6]2[C:11]=1[N:10]=[C:9](O)[N:8]=[CH:7]2.P(Cl)(Cl)([Cl:16])=O>>[Br:1][C:2]1[CH:3]=[C:4]([F:13])[CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([Cl:16])[N:8]=[CH:7]2

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 178517532HCID 178517532, 화합물

생성물 1

HCID 591992998-Bromo-2-chloro-6-fluoroquinazoline수율 89%

실험 절차

A 0.5M suspension of 8-bromo-6-fluoroquinazolin-2-ol in phosphorus oxychloride was heated to 110° C. in an oil bath. The suspension was turned to a brown color solution in 20 min. LCMS data showed that the reaction was complete after 1 h. The phosphorus oxychloride was removed by concentration. The residue was mixed with ice water, and adjusted pH to 7 by adding sodium bicarbonate. Reaction mixture was extracted with ethyl acetate. Combined organic phase was washed with water, brine, dried over sodium sulfate and concentrated to give desired product in 89% yield. ES/MS m/z 261/263 (MH+).

후처리

  1. waitwas complete after 1 h
  2. customThe phosphorus oxychloride was removed by concentration
  3. additionThe residue was mixed with ice water
  4. additionby adding sodium bicarbonate
  5. customReaction mixture
  6. extractionwas extracted with ethyl acetate
  7. washCombined organic phase was washed with water, brine
  8. dry with materialdried over sodium sulfate
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-df2e807f2f7f43469d34537dc5ab5437
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07932262B2

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