3-Fluorobenzylamine → N-(3-fluorobenzyl)-2-[(pyridin-3-ylamino)sulfonyl]benzamide

HRID 252216

反応式

HRID 252216 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([NH:7][S:8]([C:11]2[CH:20]=[CH:19][CH:18]=[CH:17][C:12]=2[C:13]([O:15]C)=O)(=[O:10])=[O:9])[CH:2]=1.[F:21][C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][CH:29]=1)[CH2:25][NH2:26]>>[F:21][C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][CH:29]=1)[CH2:25][NH:26][C:13](=[O:15])[C:12]1[CH:17]=[CH:18][CH:19]=[CH:20][C:11]=1[S:8]([NH:7][C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1)(=[O:9])=[O:10]

参加物

3

反応物 2

HCID 668533-FluorobenzylamineHCID 4354882Methyl 2-[(pyridin-3-ylamino)sulfonyl]benzoate

生成物 1

HCID 58924173N-(3-fluorobenzyl)-2-[(pyridin-3-ylamino)sulfonyl]benzamide収率 84%

実験手順

The title compound was prepared according to procedures described above, using methyl 2-[(pyridin-3-ylamino)sulfonyl]benzoate and 3-fluorobenzylamine. The title compound was further purified by dissolving 25 g in EtOH (300 mL) and gently heating using water bath to 80° C. The resulting solids material were then slowly dissolved and more EtOH (50 mL) was added to completely dissolve all the solids. The solution left at room temperature to crystallize for 1 h. The resulting crystals were collected and dried under high vacuum for 16 h to afford the title compound as a crystalline solid (21 g, 84%). 1H NMR (400 MHz, DMSO-D6) δ 9.76 (s, 1H) 9.32 (t, 1H) 8.31 (d, 1H) 8.25 (d, 1H) 7.66-7.78 (m, 2H) 7.50-7.65 (m, 3H) 7.39 (q, 1H) 7.23-7.29 (m, 3H) 7.09 (t, 1H) 4.54 (d, 2H).

後処理

  1. customThe title compound was prepared
  2. customThe title compound was further purified
  3. dissolutionby dissolving 25 g in EtOH (300 mL)
  4. temperaturegently heating
  5. customto 80° C
  6. dissolutionThe resulting solids material were then slowly dissolved
  7. additionmore EtOH (50 mL) was added
  8. dissolutionto completely dissolve all the solids
  9. waitThe solution left at room temperature
  10. customto crystallize for 1 h
  11. customThe resulting crystals were collected
  12. customdried under high vacuum for 16 h

出典と根拠

ORDレコード
ord-e51005026b8440159f1ae8ed703df0c1
出典データセット
uspto-grants-2011_01
特許番号
US07868026B2

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