Chlorosuccinimide → HCID 86665175、化合物

HRID 1893722ノート

反応式

HRID 1893722 の反応式
C1C(=O)N([Cl:8])C(=O)C1.[CH3:9][O:10][C:11]1[CH:28]=[CH:27][C:14]([CH2:15][N:16]2[CH:20]=[C:19]([C:21]3[N:22]=[C:23]([NH2:26])[S:24][CH:25]=3)[CH:18]=[N:17]2)=[CH:13][CH:12]=1>C(#N)C>[CH3:9][O:10][C:11]1[CH:12]=[CH:13][C:14]([CH2:15][N:16]2[CH:20]=[C:19]([C:21]3[N:22]=[C:23]([NH2:26])[S:24][C:25]=3[Cl:8])[CH:18]=[N:17]2)=[CH:27][CH:28]=1

参加物

4

反応物 2

HCID 31398ChlorosuccinimideHCID 86665174HCID 86665174、化合物

生成物 1

HCID 86665175HCID 86665175、化合物収率 29%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

According to Scheme 6, Step 2: NCS (8.14 mmol, 1.09 g) was added to a solution of 4-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)thiazol-2-amine (8.14 mmol, 2.33 g) in acetonitrile (20 mL) and the reaction mixture was stirred under reflux for 1.5 hour. After evaporation of the solvent, the crude residue was diluted in EtOAc. The organic phase was washed with water and brine, was dried over Na2SO4, was filtered and was concentrated. The crude mixture was purified by flash chromatography over silica gel using DCM/MeOH (100:0 to 90:10) as eluent to yield 4-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)-5-chlorothiazol-2-amine (2.35 mmol, 755 mg, 29%).

後処理

  1. temperatureunder reflux for 1.5 hour
  2. customAfter evaporation of the solvent
  3. additionthe crude residue was diluted in EtOAc
  4. washThe organic phase was washed with water and brine
  5. dry with materialwas dried over Na2SO4
  6. filtrationwas filtered
  7. concentrationwas concentrated
  8. customThe crude mixture was purified by flash chromatography over silica gel

出典と根拠

ORDレコード
ord-eb86bf52aca1476b994754b7d8d328eb
出典データセット
uspto-grants-2013_08
特許番号
US08513252B2

反応ノート

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