Potassium Carbonate → 4-tert-butyl-N-[5-(3-methoxyphenoxy)-6-{2-(2-pyrimidinylamino)ethoxy}-pyrimidin-4-yl]benzenesulfonamide hydrate

HRID 2268

반응식

HRID 2268 반응식
Cl.[NH2:2][CH2:3][CH2:4][O:5][C:6]1[N:11]=[CH:10][N:9]=[C:8]([NH:12][S:13]([C:16]2[CH:21]=[CH:20][C:19]([C:22]([CH3:25])([CH3:24])[CH3:23])=[CH:18][CH:17]=2)(=[O:15])=[O:14])[C:7]=1[O:26][C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([O:33][CH3:34])[CH:28]=1.Cl[C:36]1[N:41]=[CH:40][CH:39]=[CH:38][N:37]=1.C(=O)([O-])[O-].[K+].[K+].CC(N(C)C)=O>[Cl-].[NH4+]>[OH2:5].[C:22]([C:19]1[CH:18]=[CH:17][C:16]([S:13]([NH:12][C:8]2[C:7]([O:26][C:27]3[CH:32]=[CH:31][CH:30]=[C:29]([O:33][CH3:34])[CH:28]=3)=[C:6]([O:5][CH2:4][CH2:3][NH:2][C:36]3[N:41]=[CH:40][CH:39]=[CH:38][N:37]=3)[N:11]=[CH:10][N:9]=2)(=[O:15])=[O:14])=[CH:21][CH:20]=1)([CH3:25])([CH3:24])[CH3:23]

참가 물질

6

반응물 4

HCID 11430Potassium CarbonateHCID 31374DimethylacetamideHCID 744042-ChloropyrimidineHCID 67654095N-{6-(2-aminoethoxy)-5-(3-methoxyphenoxy)pyrimidin-4-yl}-4-tert-butylbenzenesulfonamide hydrochloride

생성물 1

HCID 196894824-tert-butyl-N-[5-(3-methoxyphenoxy)-6-{2-(2-pyrimidinylamino)ethoxy}-pyrimidin-4-yl]benzenesulfonamide hydrate수율 161.1%

시약·촉매·용매 1

HCID 25517Ammonium Chloride용매

반응 조건

온도
100 °C

실험 절차

A mixture of Compound A (150 mg), 2-chloropyrimidine (61 mg), potassium carbonate (122 mg) and dimethylacetamide (1.5 ml) is heated with stirring at 100° C. for three days. The reaction solution is diluted with aqueous ammonium chloride solution, and extracted with ethyl acetate. The extract is washed and dried. The solvent is evaporated to remove the solvent, and the residue is purified by silica gel column chromatography (solvent; chloroform/methanol=100:1) and further recrystallized from ethyl acetate/n-hexane to give 4-tert-butyl-N-[5-(3-methoxyphenoxy)-6-{2-(2-pyrimidinylamino)ethoxy}-pyrimidin-4-yl]benzenesulfonamide hydrate (135 mg) as crystals.

후처리

  1. temperatureis heated
  2. extractionextracted with ethyl acetate
  3. washThe extract is washed
  4. customdried
  5. customThe solvent is evaporated
  6. customto remove the solvent
  7. customthe residue is purified by silica gel column chromatography (solvent; chloroform/methanol=100:1)
  8. customfurther recrystallized from ethyl acetate/n-hexane

출처 및 근거

ORD 기록
ord-1febdfb0ad8749368c5d7d698e941579
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05728706

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