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

HRID 1082262

反応式

HRID 1082262 の反応式
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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 25517Ammonium Chloride溶媒

反応条件

温度
100 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-bdcd16175ec840488b5a139991da87b5
出典データセット
uspto-grants-1996_12
特許番号
US05589478

関連ノート

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