Thionyl Chloride → 2-(5-Bromo-2-fluorophenyl)-4-Chloropteridine

HRID 928264

반응식

HRID 928264 반응식
S(Cl)([Cl:3])=O.[Br:5][C:6]1[CH:7]=[CH:8][C:9]([F:23])=[C:10]([C:12]2[NH:21][C:20](=O)[C:19]3[C:14](=[N:15][CH:16]=[CH:17][N:18]=3)[N:13]=2)[CH:11]=1>C(Cl)(Cl)Cl.CN(C=O)C>[Br:5][C:6]1[CH:7]=[CH:8][C:9]([F:23])=[C:10]([C:12]2[N:21]=[C:20]([Cl:3])[C:19]3[C:14](=[N:15][CH:16]=[CH:17][N:18]=3)[N:13]=2)[CH:11]=1

참가 물질

5

반응물 2

HCID 24386Thionyl ChlorideHCID 1361099582-(5-Bromo-2-fluoro-phenyl)-3H-pteridin-4-one

생성물 1

HCID 577423812-(5-Bromo-2-fluorophenyl)-4-Chloropteridine수율 99.3%

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 6228Dimethylformamide용매

실험 절차

Thionyl chloride (371 mg, 3.11 mmol) was added to the stirred suspension of 2-(5-bromo-2-fluorophenyl)pteridin-4-one 104 (200 mg, 0.623 mmol) in chloroform (5 mL) and dry DMF (100 μL). The reaction mixture was refluxed under nitrogen for 1 h (starting material gone by HPLC). The solvent was removed in vacuo. Then the residue was triturated in Et2O and filtered off to give 210 mg of the title product 106 as a yellow solid (LCMS analysis).

후처리

  1. temperatureThe reaction mixture was refluxed under nitrogen for 1 h (starting material gone by HPLC)
  2. customThe solvent was removed in vacuo
  3. customThen the residue was triturated in Et2O
  4. filtrationfiltered off

출처 및 근거

ORD 기록
ord-66c332a926ac4642aa5cca4f7bd70f04
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09290502B2

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