4-t-Butylbenzenesulfonyl chloride → 4-tert-butyl-N-[6-methoxy-5-(2-methoxyphenoxy)-2-(2-pyrimidinyl)-4-pyrimidinyl]benzenesulfonamide

HRID 397275ノート

反応式

HRID 397275 の反応式
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11](Cl)(=[O:13])=[O:12])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[NH2:15][C:16]1[C:21]([O:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[O:29][CH3:30])=[C:20]([O:31][CH3:32])[N:19]=[C:18]([C:33]2[N:38]=[CH:37][CH:36]=[CH:35][N:34]=2)[N:17]=1>N1C=CC=CC=1>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:15][C:16]2[C:21]([O:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[O:29][CH3:30])=[C:20]([O:31][CH3:32])[N:19]=[C:18]([C:33]3[N:38]=[CH:37][CH:36]=[CH:35][N:34]=3)[N:17]=2)(=[O:13])=[O:12])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

参加物

4

反応物 2

HCID 1398824-t-Butylbenzenesulfonyl chlorideHCID 229997224-Amino-6-methoxy-5-(2-methoxyphenoxy)-2-(2-pyrimidinyl)-pyrimidine

生成物 1

HCID 229997044-tert-butyl-N-[6-methoxy-5-(2-methoxyphenoxy)-2-(2-pyrimidinyl)-4-pyrimidinyl]benzenesulfonamide収率 3.1%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

4-tert-Butyl-benzene sulphonyl chloride (286 mg) was added to a stirred solution of 4-amino-6-methoxy-5-(2-methoxyphenoxy)-2-(2-pyrimidinyl)-pyrimidine (EP 713875A1) (100 mg) in dry pyridine (2 ml) at room temperature and the resulting mixture stirred for 36 hours. The reaction was then partitioned between ethyl acetate (20 ml) and 2N aqueous hydrochloric acid (10 ml) and the organic phase separated, washed (2N aqueous hydrochloric acid 2×10 ml, water 2×10 ml), dried (MgSO4) and evaporated under reduced pressure. Column chromatography on silica eluting with a solvent gradient of pentane:ethyl acetate 25:75 changing to 0:100, then dichloromethane:methanol 95:5 gave 4-tert-butyl-N-[6-methoxy-5-(2-methoxyphenoxy)-2-(2-pyrimidinyl)-4-pyrimidinyl]benzenesulfonamide as an off-white coloured solid (5 mg).

後処理

  1. customThe reaction was then partitioned between ethyl acetate (20 ml) and 2N aqueous hydrochloric acid (10 ml)
  2. customthe organic phase separated
  3. washwashed (2N aqueous hydrochloric acid 2×10 ml, water 2×10 ml)
  4. dry with materialdried (MgSO4)
  5. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-b9c55d95b4d949b8b8f09fb1262a142b
出典データセット
uspto-grants-2003_08
特許番号
US06610518B2

反応ノート

読み込み中…