Sodium Iodide → HCID 58966921, 화합물

HRID 1948274

반응식

HRID 1948274 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 58966921HCID 58966921, 화합물수율 27%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-8be4dd2a51f44dc6a36bff4fdc097106
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399493B2

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