Water → HCID 178418901、化合物

HRID 7348

反応式

HRID 7348 の反応式
[ClH:1].[NH2:2][CH:3]([C:26]([O:28][CH3:29])=[O:27])[CH2:4][C:5]1[CH:25]=[CH:24][C:8]([O:9][C:10]2[CH:23]=[CH:22][C:13]([CH:14]=[C:15]3[S:19][C:18](=[O:20])[NH:17][C:16]3=[O:21])=[CH:12][CH:11]=2)=[CH:7][CH:6]=1.C1([N:36]=[C:37]=[N:38][CH:39]2[CH2:44][CH2:43][CH2:42]C[CH2:40]2)CCCCC1.[OH2:45].C[N:47](C)C=O>>[ClH:1].[ClH:1].[NH2:47][CH:43]([CH2:44][C:39]1[N:38]=[CH:37][NH:36][CH:40]=1)[C:42]([NH:2][CH:3]([C:26]([O:28][CH3:29])=[O:27])[CH2:4][C:5]1[CH:25]=[CH:24][C:8]([O:9][C:10]2[CH:23]=[CH:22][C:13]([CH2:14][CH:15]3[S:19][C:18](=[O:20])[NH:17][C:16]3=[O:21])=[CH:12][CH:11]=2)=[CH:7][CH:6]=1)=[O:45]

参加物

5

反応物 4

HCID 962WaterHCID 6228DimethylformamideHCID 10868DicyclohexylcarbodiimideHCID 730387885[4-(4-(2-Amino-2-methoxycarbonylethyl)phenoxy)benzylidene]thiazolidin-2,4-dione hydrochloride

生成物 1

HCID 178418901HCID 178418901、化合物収率 51%

実験手順

A solution of 5-[4-(4-(2-amino-2-methoxycarbonylethyl)phenoxy)benzylidene]thiazolidin-2,4-dione hydrochloride (6 g, 13.7 mmol) and 2-N-t-butoxy-carbonylamino-4-imidazole propionic acid (5.2 g, 20.3 mmol) in N,N-dimethylformamide (200 ml) was stirred for 1 h at −10° C. N,N′-Dicyclohexylcarbodiimide (4.5 g, 21.8 mmol) was added to this solution and stirring was continued for 12 h at ambient temperature. Water (1800 ml) was added to the reaction mixture, stirred for 20 minutes and extracted with ethyl acetate (3×400 ml). Ethyl acetate extract was washed with water (300 ml), dried over anhydrous sodium sulfate and concentrated to furnish the title compound, which was purified by column chromatography (3.4 g, yield 51%).

後処理

  1. stirringstirred for 20 minutes
  2. extractionextracted with ethyl acetate (3×400 ml)
  3. extractionEthyl acetate extract
  4. washwas washed with water (300 ml)
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-26ebee2f65de419a88e12f4b2597d1eb
出典データセット
uspto-grants-2006_08
特許番号
US07087576B2

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