Ethyl isocyanate → [6-(N-Ethylcarbamoyl)-2[4-(N-ethylcarbamoyl)phenyl]benzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methanone

HRID 374950

反応式

HRID 374950 の反応式
Cl.O[C:3]1[CH:4]=[CH:5][C:6]2[C:10]([C:11]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH2:21][N:22]4[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]4)=[CH:15][CH:14]=3)=[O:12])=[C:9]([C:28]3[CH:33]=[CH:32][C:31](O)=[CH:30][CH:29]=3)[S:8][C:7]=2[CH:35]=1.C([N:38]([CH2:41]C)[CH2:39][CH3:40])C.[CH2:43]([N:45]=[C:46]=[O:47])[CH3:44].[N-]=C=[O:50]>C1COCC1>[CH2:43]([NH:45][C:46]([C:3]1[CH:4]=[CH:5][C:6]2[C:10]([C:11]([C:13]3[CH:14]=[CH:15][C:16]([O:19][CH2:20][CH2:21][N:22]4[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27]4)=[CH:17][CH:18]=3)=[O:12])=[C:9]([C:28]3[CH:33]=[CH:32][C:31]([C:41](=[O:50])[NH:38][CH2:39][CH3:40])=[CH:30][CH:29]=3)[S:8][C:7]=2[CH:35]=1)=[O:47])[CH3:44]

参加物

6

反応物 4

HCID 8022Ethyl isocyanateHCID 8471TriethylamineHCID 54900Raloxifene HydrochlorideHCID 105034Isocyanate

生成物 1

HCID 18357210[6-(N-Ethylcarbamoyl)-2[4-(N-ethylcarbamoyl)phenyl]benzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methanone収率 92.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

4 g (7.85 mmol) of [6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methanone hydrochloride was suspended in 250 mL of anhydrous THF and 3 g (30 mmol) of triethylamine was added. The reaction mixture was stirred at room temperature under nitrogen for 15 minutes. 1.67 g (23.5 mmol) of ethylisocyanate was added. After 24 hours, the reaction was checked by TLC, and was not complete. An additional 4.5 g of the isocyanate was added. After 96 hours, the reaction mixture was filtered and chromatographed as in Example 19 to afford 4.23 g of the title compound as a white amorphous powder.

後処理

  1. waitAfter 24 hours
  2. waitAfter 96 hours
  3. filtrationthe reaction mixture was filtered
  4. customchromatographed as in Example 19

出典と根拠

ORDレコード
ord-1c29fa946ec34bdf94ac776a0084de00
出典データセット
uspto-grants-1996_01
特許番号
US05482949

関連ノート

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