Isoamylamine → N-(3-methylbutyl)-2-[(pyridin-3-ylamino)sulfonyl]benzamide

HRID 252215

反応式

HRID 252215 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.[CH3:21][CH:22]([CH3:26])[CH2:23][CH2:24][NH2:25]>>[CH3:21][CH:22]([CH3:26])[CH2:23][CH2:24][NH:25][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 7894IsoamylamineHCID 4354882Methyl 2-[(pyridin-3-ylamino)sulfonyl]benzoate

生成物 1

HCID 58924054N-(3-methylbutyl)-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-methylbutylamine. The title compound was further purified by dissolving 2.0 g in ethyl acetate (20 mL) and heating to reflux. When compound had fully dissolved the resultant solution was left to cool very slowly to room temperature. The resulting crystals were left to stand at RT for 30 min, after which time they were filtered using a funnel, washed with cold ethyl acetate (20 mL), and dried under high vacuum for 16 h to afford the title compound as a white crystalline solid (1.67 g, 84%). 1H NMR (400 MHz, CDCl3) δ 8.64 (s, 1H) 8.26-8.43 (m, 2H) 7.60-7.68 (m, 2H) 7.45-7.59 (m, 2H) 7.39 (t, 1H) 7.12-7.21 (m, 1H) 6.08-6.17 (m, 1H) 3.52 (q, 2H) 1.67-1.79 (m, 1H) 1.57 (q, 2H) 0.98 (d, 6H).

後処理

  1. customThe title compound was prepared
  2. customThe title compound was further purified
  3. dissolutionby dissolving 2.0 g in ethyl acetate (20 mL)
  4. temperatureheating to reflux
  5. dissolutionWhen compound had fully dissolved the resultant solution
  6. waitwas left
  7. waitThe resulting crystals were left
  8. filtrationafter which time they were filtered
  9. washwashed with cold ethyl acetate (20 mL)
  10. customdried under high vacuum for 16 h

出典と根拠

ORDレコード
ord-b8e05d83712e4f56a784006c75fc84af
出典データセット
uspto-grants-2011_01
特許番号
US07868026B2

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