Sodium Iodide → HCID 58966921、化合物

HRID 1948274

反応式

HRID 1948274 の反応式
[F:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][C:7]2[CH:8]=[CH:9][C:10]([O:13]C)=[N:11][CH:12]=2)=[CH:4][CH:3]=1.[Cl:17][C:18]1[CH:25]=[CH:24][C:21]([CH2:22]Cl)=[CH:20][CH:19]=1.[Na+].[I-]>C(#N)C>[Cl:17][C:18]1[CH:25]=[CH:24][C:21]([CH2:22][N:11]2[CH:12]=[C:7]([O:6][C:5]3[CH:15]=[CH:16][C:2]([F:1])=[CH:3][CH:4]=3)[CH:8]=[CH:9][C:10]2=[O:13])=[CH:20][CH:19]=1

参加物

5

反応物 3

HCID 5238Sodium IodideHCID 77231-Chloro-4-(chloromethyl)benzeneHCID 442541925-(4-Fluorophenoxy)-2-methoxypyridine

生成物 1

HCID 58966921HCID 58966921、化合物収率 27%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

According to Scheme 32 Step 1: 5-(4-Fluorophenoxy)-2-methoxypyridine (2.37 mmol, 520 mg), 4-chlorobenzylchloride (3.55 mmol, 603 mg), NaI (2.37 mmol, 356 mg) in acetonitrile (15 mL) was heated at 150° C. for 20 minutes under microwave conditions. The cooled crude reaction washed with water, extracted with AcOEt. The organic layer was collected, dried (Na2SO4) and the solvent was evaporated under reduced pressure. The residue was purified in a manifold (vac.) using a Sep-Pak silica cartridge (heptane/AcOEt, 90:10 to CH2Cl2) and then CH2Cl2/acetone 90:10), following HPLC purification yielding 1-(4-chlorobenzyl)-5-(4-fluorophenoxy)pyridin-2(1H)-one (211 mg, 27%).

後処理

  1. temperatureThe cooled crude
  2. customreaction
  3. washwashed with water
  4. extractionextracted with AcOEt
  5. customThe organic layer was collected
  6. dry with materialdried (Na2SO4)
  7. customthe solvent was evaporated under reduced pressure
  8. customThe residue was purified in a manifold (vac.)
  9. customHPLC purification

出典と根拠

ORDレコード
ord-8be4dd2a51f44dc6a36bff4fdc097106
出典データセット
uspto-grants-2013_03
特許番号
US08399493B2

関連ノート

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