Ethanolamine → N-{6-[2-(5-Bromopyrimidin-2-yloxy)ethoxy]-2-(2-hydroxyethylamino)-5-(2-methoxyphenoxy)pyrimidin-4-yl}-4-tert-butylbenzenesulfonamide

HRID 1599024ノート

反応式

HRID 1599024 の反応式
[Br:1][C:2]1[CH:3]=[N:4][C:5]([O:8][CH2:9][CH2:10][O:11][C:12]2[N:17]=[C:16](S(C)(=O)=O)[N:15]=[C:14]([NH:22][S:23]([C:26]3[CH:31]=[CH:30][C:29]([C:32]([CH3:35])([CH3:34])[CH3:33])=[CH:28][CH:27]=3)(=[O:25])=[O:24])[C:13]=2[O:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=2[O:43][CH3:44])=[N:6][CH:7]=1.[CH2:45]([CH2:47][NH2:48])[OH:46].[Cl-].[NH4+]>CC(N(C)C)=O>[Br:1][C:2]1[CH:3]=[N:4][C:5]([O:8][CH2:9][CH2:10][O:11][C:12]2[N:17]=[C:16]([NH:48][CH2:47][CH2:45][OH:46])[N:15]=[C:14]([NH:22][S:23]([C:26]3[CH:27]=[CH:28][C:29]([C:32]([CH3:35])([CH3:34])[CH3:33])=[CH:30][CH:31]=3)(=[O:24])=[O:25])[C:13]=2[O:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=2[O:43][CH3:44])=[N:6][CH:7]=1

参加物

5

反応物 3

HCID 700EthanolamineHCID 25517Ammonium ChlorideHCID 10963585N-{6-[2-(5-bromopyrimidin-2-yloxy)ethoxy]-5-(2-methoxy-phenoxy)-2-methylsulfonylpyrimidin-4-yl}-4-tert-butylbenzenesulfonamide

生成物 1

HCID 18931063N-{6-[2-(5-Bromopyrimidin-2-yloxy)ethoxy]-2-(2-hydroxyethylamino)-5-(2-methoxyphenoxy)pyrimidin-4-yl}-4-tert-butylbenzenesulfonamide収率 11.7%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

実験手順

A mixture of N-{6-[2-(5-bromopyrimidin-2-yloxy)ethoxy]-5-(2-methoxy-phenoxy)-2-methylsulfonylpyrimidin-4-yl}-4-tert-butylbenzenesulfonamide (500 mg), ethanolamine (172 mg) and dimethylacetamide (4 ml) is heated with stirring at 110°-120° C. for 20 hours. After cooling, to the mixture is added an aqueous ammonium chloride solution, and the mixture is extracted with ethyl acetate. The extract is washed with water, dried, and evaporated under reduced pressure to remove the solvent. The residue is purified by silica gel column chromatography (solvent; chloroform:ethyl acetate=3:1) to give the title compound (57 mg) as a powder.

後処理

  1. temperatureis heated
  2. temperatureAfter cooling, to the mixture
  3. extractionthe mixture is extracted with ethyl acetate
  4. washThe extract is washed with water
  5. customdried
  6. customevaporated under reduced pressure
  7. customto remove the solvent
  8. customThe residue is purified by silica gel column chromatography (solvent; chloroform:ethyl acetate=3:1)

出典と根拠

ORDレコード
ord-8d2df527486946448fdc9890de0fd748
出典データセット
uspto-grants-1998_04
特許番号
US05739333

反応ノート

読み込み中…