Water → HCID 178418901, 화합물

HRID 2111874

반응식

HRID 2111874 반응식
[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]

참가 물질

5

반응물 4

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

생성물 1

HCID 178418901HCID 178418901, 화합물수율 51%

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-eb197983733b46339d149c5db672efc7
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07521466B2

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