Triethylamine → N-(2,6-bis-methylamino-pyrimidin-4-yl)-4-fluoro-benzenesulfonamide

HRID 610819

反応式

HRID 610819 の反応式
Cl[C:2]1[N:7]=[C:6]([NH:8][CH3:9])[N:5]=[C:4]([NH:10][S:11]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)(=[O:13])=[O:12])[CH:3]=1.Cl.CN.[CH2:24]([N:26](CC)CC)C>C(O)C>[CH3:9][NH:8][C:6]1[N:5]=[C:4]([NH:10][S:11]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)(=[O:13])=[O:12])[CH:3]=[C:2]([NH:26][CH3:24])[N:7]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 6364545Methylamine hydrochlorideHCID 19353544N-(6-chloro-2-methylamino-pyrimidin-4-yl)-4-fluoro-benzenesulfonamide

生成物 1

HCID 17774522N-(2,6-bis-methylamino-pyrimidin-4-yl)-4-fluoro-benzenesulfonamide収率 43.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
140 °C

実験手順

0.36 g (0.0011 mol) of N-(6-chloro-2-methylamino-pyrimidin-4-yl)-4-fluoro-benzenesulfonamide was dissolved in 10 ml of ethanol, treated with 1.2 g (0.018 mol) of methylamine hydrochloride and 4.0 ml (0.029 mol) of triethylamine and stirred in an autoclave at 140° C. for 17 hours. The mixture was freed completely from solvent, the residue was partitioned in ethyl acetate/water, the insoluble constituents were filtered off under suction and extracted. The extract and the solid were combined and recrystallized from methanol/diethyl ether. There was obtained 0.15 g (43%) of N-(2,6-bis-methylamino-pyrimidin-4-yl)-4-fluoro-benzenesulfonamide as white crystals; m.p. 261-263° C.

後処理

  1. customthe residue was partitioned in ethyl acetate/water
  2. filtrationthe insoluble constituents were filtered off under suction
  3. extractionextracted
  4. extractionThe extract
  5. customrecrystallized from methanol/diethyl ether

出典と根拠

ORDレコード
ord-3902cd16a7da44ad949b8b757e1ce5a1
出典データセット
uspto-grants-1999_12
特許番号
US05998665

関連ノート

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