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A-425619 → HCID 69522424、化合物

HRID 1181445
ノート
印刷プレビュー

反応式

HRID 1181445 の反応式
[CH:1]1[C:10]2[C:5](=[C:6]([NH:11][C:12]([NH:14][CH2:15][C:16]3[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][CH:17]=3)=[O:13])[CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1.[OH:26]OS([O-])=O.[K+]>C(Cl)(Cl)Cl>[O-:26][N+:2]1[CH:3]=[CH:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][C:6]=2[NH:11][C:12]([NH:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]([F:23])([F:24])[F:25])=[CH:18][CH:17]=2)=[O:13])[CH:1]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 8068410A-425619HCID 23707502Potassium hydroxy sulfite

生成物 1

HCID 69522424HCID 69522424、化合物収率 10.5%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

To a suspension of N-isoquinolin-5-yl-N′-[4-(trifluoromethyl)benzyl]urea (Example 14; 100 mg, 0.29 mmol) in chloroform (25 ml) was added Oxone (541 mg, 0.87 mmol), followed by wet alumina Grade III (1 g), and the resulting suspension heated at reflux for 60 minutes. Whilst the mixture was still hot it was filtered to remove alumina and Oxone, the solids were washed with more chloroform, then methanol, and the filtrate evaporated to dryness. The residue was purified by preparative TLC eluting with 10% MeOH in dichloromethane+0.5% NH4OH, and the product triturated with a mixture of dichloromethane/iso-hexanes, filtered and dried to give the title compound (11 mg, 10%) as a white solid. m/z (ES+) 362 (M+H)+.

後処理

  1. temperaturethe resulting suspension heated
  2. temperatureat reflux for 60 minutes
  3. filtrationwas filtered
  4. customto remove alumina and Oxone
  5. washthe solids were washed with more chloroform
  6. custommethanol, and the filtrate evaporated to dryness
  7. customThe residue was purified by preparative TLC
  8. washeluting with 10% MeOH in dichloromethane+0.5% NH4OH
  9. customthe product triturated with a mixture of dichloromethane/iso-hexanes
  10. filtrationfiltered
  11. customdried

出典と根拠

ORDレコード
ord-0e579f81713b4e919e4802fba7158156
出典データセット
uspto-grants-2007_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07285563B2

反応ノート

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