Sodium hydride → 5-tert-Butyl-N-[6-methoxy-5-(2-methoxy-phenoxy)-2,2'-bipyrimidin-4-yl]-thiophene-2-sulphonamide

HRID 356645ノート

反応式

HRID 356645 の反応式
[H-].[Na+].[NH2:3][C:4]1[C:9]([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[O:17][CH3:18])=[C:8]([O:19][CH3:20])[N:7]=[C:6]([C:21]2[N:26]=[CH:25][CH:24]=[CH:23][N:22]=2)[N:5]=1.[C:27]([C:31]1[S:35][C:34]([S:36](Cl)(=[O:38])=[O:37])=[CH:33][CH:32]=1)([CH3:30])([CH3:29])[CH3:28]>O1CCCC1>[C:27]([C:31]1[S:35][C:34]([S:36]([NH:3][C:4]2[C:9]([O:10][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[O:17][CH3:18])=[C:8]([O:19][CH3:20])[N:7]=[C:6]([C:21]3[N:26]=[CH:25][CH:24]=[CH:23][N:22]=3)[N:5]=2)(=[O:38])=[O:37])=[CH:33][CH:32]=1)([CH3:30])([CH3:28])[CH3:29]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 218455645-Tert-butylthiophene-2-sulfonyl chlorideHCID 229997224-Amino-6-methoxy-5-(2-methoxyphenoxy)-2-(2-pyrimidinyl)-pyrimidine

生成物 1

HCID 189389185-tert-Butyl-N-[6-methoxy-5-(2-methoxy-phenoxy)-2,2'-bipyrimidin-4-yl]-thiophene-2-sulphonamide

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

92 mg of NaH (65%) were added at room temperature to a solution of 162.5 mg of 4-amino-6-methoxy-5-(2-methoxy-phenoxy)-2,2'-bipyrimidine in 10 ml of tetrahydrofuran, the solution was stirred at room temperature for 11/2 hours and subsequently 162.5 mg of 5-tert-butyl-thiophene-2-sulphonyl chloride were added at the same temperature. The mixture was stirred at room temperature for a further 2 hours, poured on to ice/water, extracted with ethyl acetate, the aqueous phase was acidified and extracted with methylene chloride. The combined, organic phases were dried over magnesium sulphate and concentrated on a rotary evaporator. The residue was chromatographed over silica gel with methylene chloride/methanol (20/1) as the eluent. 5-tert-Butyl-N-[6-methoxy-5-(2-methoxy-phenoxy)-2,2'-bipyrimidin-4-yl]-thiophene-2-sulphonamide was obtained as a yellow powder. MS: 463 (M-SO2).

後処理

  1. additionwere added at the same temperature
  2. extractionextracted with ethyl acetate
  3. extractionextracted with methylene chloride
  4. dry with materialorganic phases were dried over magnesium sulphate
  5. concentrationconcentrated on a rotary evaporator
  6. customThe residue was chromatographed over silica gel with methylene chloride/methanol (20/1) as the eluent

出典と根拠

ORDレコード
ord-3565077d924348598dab78058302ab8f
出典データセット
uspto-grants-1998_11
特許番号
US05837708

反応ノート

読み込み中…