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

HRID 928264

反応式

HRID 928264 の反応式
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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-66c332a926ac4642aa5cca4f7bd70f04
出典データセット
uspto-grants-2016_03
特許番号
US09290502B2

関連ノート

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