5-(3-(3-Morpholinopropyl)ureido)-3-(4-nitrophenyl)isothiazole-4-carboxamide → 3-(4-Aminophenyl)-5-(3-(3-morpholinopropyl)ureido)isothiazole-4-carboxamide

HRID 870993ノート

反応式

HRID 870993 の反応式
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][CH2:9][NH:10][C:11](=[O:30])[NH:12][C:13]2[S:17][N:16]=[C:15]([C:18]3[CH:23]=[CH:22][C:21]([N+:24]([O-])=O)=[CH:20][CH:19]=3)[C:14]=2[C:27]([NH2:29])=[O:28])[CH2:3][CH2:2]1.[H][H]>CO.[Pt]=O>[NH2:24][C:21]1[CH:20]=[CH:19][C:18]([C:15]2[C:14]([C:27]([NH2:29])=[O:28])=[C:13]([NH:12][C:11]([NH:10][CH2:9][CH2:8][CH2:7][N:4]3[CH2:3][CH2:2][O:1][CH2:6][CH2:5]3)=[O:30])[S:17][N:16]=2)=[CH:23][CH:22]=1

参加物

5

反応物 2

HCID 716230305-(3-(3-Morpholinopropyl)ureido)-3-(4-nitrophenyl)isothiazole-4-carboxamideHCID 178418361HCID 178418361、化合物

生成物 1

HCID 716213173-(4-Aminophenyl)-5-(3-(3-morpholinopropyl)ureido)isothiazole-4-carboxamide収率 46.5%

試薬・触媒・溶媒 2

HCID 82844Platinum oxide (PtO)触媒HCID 887Methanol溶媒

実験手順

A mixture of 5-(3-(3-morpholinopropyl)ureido)-3-(4-nitrophenyl)isothiazole-4-carboxamide (110 mg, 0.25 mmol) and platinum oxide (25 mg, 0.11 mmol) in 15 mL MeOH was hydrogenated under 60 PSI hydrogen. After 16.5 hours, the mixture was filtered and rotary evaporated to an off-white solid. Then an additional 16 mg of impure product from another reaction was combined and this material chromatographed eluting with gradient 5% to 15% MeOH in CHCl3 to give the title compound as an off-white solid (47 mg, 40%).

後処理

  1. filtrationthe mixture was filtered
  2. customrotary evaporated to an off-white solid
  3. customthis material chromatographed
  4. washeluting with gradient 5% to 15% MeOH in CHCl3

出典と根拠

ORDレコード
ord-0937739898c14f4c9bcb02d9eb014ce0
出典データセット
uspto-grants-2015_03
特許番号
US08969583B2

反応ノート

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