N-Iodosuccinimide → HCID 22050117、化合物

HRID 1866885ノート

反応式

HRID 1866885 の反応式
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][N:12]([CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[CH:17]=2)[C:11](=[O:23])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[I:24]N1C(=O)CCC1=O>C(#N)C>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][N:12]([CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[CH:17]=2)[C:11](=[O:23])[C:10]=1[I:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 120273N-IodosuccinimideHCID 220502224-benzyloxy-1-(3-fluorobenzyl)-1H-pyridin-2-one

生成物 1

HCID 22050117HCID 22050117、化合物収率 90.6%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Heated a reaction mixture of 4-(benzyloxy)-1-(3-fluorobenzyl)pyridin-2(1H)-one (4.83 g, 15.6 mmol) in anhydrous acetonitrile (55 mL) and N-iodosuccinimide (NIS, 3.86 g, 17.1 mmol) under nitrogen atmosphere at 65° C. for 4 h. The reaction mixture was concentrated under reduced pressure and the residue was purified by flash chromatography (silica gel) using EtOAc/hexanes (1:1 v:v). The appropriate fractions were collected according to ES MS (M+H 436) and washed with Na2SO3 to remove the color impurities. The fractions were concentrated under reduced pressure and dried in vacuo to afford the desired product (6.15 g, 90%) as a light yellow solid.

後処理

  1. temperatureHeated
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customthe residue was purified by flash chromatography (silica gel)
  4. customThe appropriate fractions were collected
  5. washwashed with Na2SO3
  6. customto remove the color impurities
  7. concentrationThe fractions were concentrated under reduced pressure
  8. customdried in vacuo

出典と根拠

ORDレコード
ord-ed18620577594c2b9f2351a4188074c3
出典データセット
uspto-grants-2009_12
特許番号
US07629363B2

反応ノート

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