Piconol → 4-tert-butyl-N-{5-(3-methoxyphenoxy)-6-(2-pyridinylmethoxy)pyrimidin-4-yl}benzenesulfonamide

HRID 2266

반응식

HRID 2266 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][OH:8].[H-].[Na+].[C:11]([C:15]1[CH:20]=[CH:19][C:18]([S:21]([NH:24][C:25]2[C:30]([O:31][C:32]3[CH:37]=[CH:36][CH:35]=[C:34]([O:38][CH3:39])[CH:33]=3)=[C:29](Cl)[N:28]=[CH:27][N:26]=2)(=[O:23])=[O:22])=[CH:17][CH:16]=1)([CH3:14])([CH3:13])[CH3:12].[Cl-].[NH4+]>CC(N(C)C)=O>[C:11]([C:15]1[CH:16]=[CH:17][C:18]([S:21]([NH:24][C:25]2[C:30]([O:31][C:32]3[CH:37]=[CH:36][CH:35]=[C:34]([O:38][CH3:39])[CH:33]=3)=[C:29]([O:8][CH2:7][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=3)[N:28]=[CH:27][N:26]=2)(=[O:22])=[O:23])=[CH:19][CH:20]=1)([CH3:14])([CH3:12])[CH3:13]

참가 물질

6

반응물 4

HCID 11474PiconolHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 15391273p-t-butyl-N-[6-chloro-5-(m-methoxyphenoxy)-4-pyrimidinyl]benzenesulfonamide

생성물 1

HCID 153912714-tert-butyl-N-{5-(3-methoxyphenoxy)-6-(2-pyridinylmethoxy)pyrimidin-4-yl}benzenesulfonamide수율 94.6%

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

실험 절차

To a stirred solution of pyridine-2-methanol (130 mg) in dimethylacetamide (0.5 ml) is added gradually with stirring sodium hydride (62.7% dispersion-type, 60 mg) under ice-cooling, and thereto is added 4-tert-butyl-N-{6-chloro-5-(3-methoxyphenoxy)pyrimidin-4-yl}benzenesulfonamide (100 mg). The mixture is reacted at 100° C. for 30 minutes, and cooled. The pH value of the mixture is adjusted to pH 8 with saturated aqueous ammonium chloride solution. The mixture is extracted with ethyl acetate, and the extract is washed, dried, and concentrated to dryness under reduced pressure. The residue is crystallized from ethyl acetate to give 4-tert-butyl-N-{5-(3-methoxyphenoxy)-6-(2-pyridinylmethoxy)pyrimidin-4-yl}benzenesulfonamide (110 mg) as crystals.

후처리

  1. temperaturecooling
  2. customThe mixture is reacted at 100° C. for 30 minutes
  3. temperaturecooled
  4. extractionThe mixture is extracted with ethyl acetate
  5. washthe extract is washed
  6. customdried
  7. concentrationconcentrated to dryness under reduced pressure
  8. customThe residue is crystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-68b5d1780faa448bb947e87b6999fd2f
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05728706

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