Chlorosuccinimide → HCID 86665175, 화합물

HRID 1893722노트

반응식

HRID 1893722 반응식
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

참가 물질

4

반응물 2

HCID 31398ChlorosuccinimideHCID 86665174HCID 86665174, 화합물

생성물 1

HCID 86665175HCID 86665175, 화합물수율 29%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-eb86bf52aca1476b994754b7d8d328eb
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08513252B2

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