3,4-Dimethoxybenzenesulfonyl chloride → 3,4-Dimethoxy-N-[5-(4-methoxyphenyl)-pyrimidine-2-yl]benzenesulfonamide

HRID 1258615ノート

反応式

HRID 1258615 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[N:11][C:12]([NH2:15])=[N:13][CH:14]=2)=[CH:5][CH:4]=1.[CH3:16][O:17][C:18]1[CH:19]=[C:20]([S:26](Cl)(=[O:28])=[O:27])[CH:21]=[CH:22][C:23]=1[O:24][CH3:25]>N1C=CC=CC=1>[CH3:16][O:17][C:18]1[CH:19]=[C:20]([S:26]([NH:15][C:12]2[N:11]=[CH:10][C:9]([C:6]3[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=3)=[CH:14][N:13]=2)(=[O:27])=[O:28])[CH:21]=[CH:22][C:23]=1[O:24][CH3:25]

参加物

4

反応物 2

HCID 27341833,4-Dimethoxybenzenesulfonyl chlorideHCID 445585905-(4-Methoxyphenyl)pyrimidin-2-amine

生成物 1

HCID 249948133,4-Dimethoxy-N-[5-(4-methoxyphenyl)-pyrimidine-2-yl]benzenesulfonamide収率 33.2%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a solution of 5-(4-methoxyphenyl)pyrimidin-2-amine (302 mg, 1.5 mmol) in 10 mL of dry pyridine was added 3,4-dimethoxybenzenesulfonyl chloride (398 mg, 1.68 mmol). The solution was stirred at room temperature under Argon. After 24 h, the pyridine was removed in vacuo and flashed off with toluene. The residue was partitioned between EtOAc and 1M HCl. EtOAc phase was washed with water to neutral, dried over Na2SO4 and evaporated in vacuo to give 0.20 g of a solid which was taken up in 4 mL of hot HOAc, diluted with 2 mL of water which initiated crystallization to give 181 mg of product with mp 218-220° C.

後処理

  1. customthe pyridine was removed in vacuo
  2. customThe residue was partitioned between EtOAc and 1M HCl
  3. washEtOAc phase was washed with water to neutral,
  4. dry with materialdried over Na2SO4
  5. customevaporated in vacuo

出典と根拠

ORDレコード
ord-a8011eee08014c5cb6c5c7cff2199e98
出典データセット
uspto-grants-2013_06
特許番号
US08466182B2

反応ノート

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