Hydrochloric Acid → 1H-indazol-5-yl 3-fluorobenzenesulfonate

HRID 25376ノート

反応式

HRID 25376 の反応式
[F:1][C:2]1[CH:3]=[C:4]([S:8]([O:11][C:12]2[CH:13]=[C:14]3[C:18](=[CH:19][CH:20]=2)[N:17](C(=O)C)[N:16]=[CH:15]3)(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.Cl.C(=O)([O-])O.[Na+].C(OC(C)C)(C)C>O>[F:1][C:2]1[CH:3]=[C:4]([S:8]([O:11][C:12]2[CH:13]=[C:14]3[C:18](=[CH:19][CH:20]=2)[NH:17][N:16]=[CH:15]3)(=[O:9])=[O:10])[CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 7914Diisopropyl EtherHCID 516892Sodium BicarbonateHCID 225671041-acetyl-1H-indazol-5-yl 3-fluorobenzenesulfonate

生成物 1

HCID 225672301H-indazol-5-yl 3-fluorobenzenesulfonate収率 59.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

1H-Indazol-5-yl 3-fluorobenzenesulfonate can be obtained in the following way: a suspension of 193 mg of 1-acetyl-1H-indazol-5yl 3-fluorobenzenesulfonate and of 0.19 ml of hydrochloric acid (d=1.18) in 1.65 ml of distilled water is brought to reflux for 16 hours. After returning to a temperature in the region of 20° C., the reaction medium is basified to a pH in the region of 8 with a saturated aqueous sodium hydrogencarbonate solution and extracted with two times 10 ml of dichloromethane. The pooled organic extracts are dried over calcium chloride, filtered and concentrated by evaporation under reduced pressure. The transluscent oil obtained is taken up with 2 ml of diisopropyl ether and concentrated by trituration. The solid obtained is separated by filtration, washed with two times 1 ml of diisopropyl ether and dried under reduced pressure. 100 mg of 1H-indazol-5-yl 3-fluorobenzenesulfonate are thus obtained in the form of a whiteish solid melting at 104° C. (analysis C13H9FN2O3S, % calculated C, 53.42; H, 3.10; F, 6.50; N, 9.58; O, 16.42; S, 10.97. % found C, 53.5; H, 2.9; F, 6.2; N, 9.6).

後処理

  1. temperatureto reflux for 16 hours
  2. customAfter returning to a temperature in the region of 20° C.
  3. extractionextracted with two times 10 ml of dichloromethane
  4. dry with materialThe pooled organic extracts are dried over calcium chloride
  5. filtrationfiltered
  6. concentrationconcentrated by evaporation under reduced pressure
  7. customThe transluscent oil obtained
  8. concentrationconcentrated by trituration
  9. customThe solid obtained
  10. customis separated by filtration
  11. washwashed with two times 1 ml of diisopropyl ether
  12. customdried under reduced pressure

出典と根拠

ORDレコード
ord-29e9eccab4954868b619253aa5aeb958
出典データセット
uspto-grants-2005_02
特許番号
US06858638B2

反応ノート

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