1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 178500674, 화합물

HRID 632940노트

반응식

HRID 632940 반응식
[CH3:1][O:2][C:3](=[O:18])[CH2:4][C@H:5]1[CH2:10][CH2:9][C@H:8]([C:11]2[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=2)[CH2:7][CH2:6]1.CCN=C=NCCCN(C)C.[Cl:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[C:37]1[O:38][C:39]([C:50]([F:53])([F:52])[F:51])=[C:40]([C:42]([NH:44][CH2:45][CH2:46][C:47](O)=[O:48])=[O:43])[N:41]=1.C1C=CC2N(O)N=NC=2C=1.C(N(C(C)C)C(C)C)C>ClCCl.C([O-])(O)=O.[Na+]>[CH3:1][O:2][C:3](=[O:18])[CH2:4][C@H:5]1[CH2:6][CH2:7][C@H:8]([C:11]2[CH:12]=[CH:13][C:14]([NH:17][C:47](=[O:48])[CH2:46][CH2:45][NH:44][C:42]([C:40]3[N:41]=[C:37]([C:32]4[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=4[Cl:30])[O:38][C:39]=3[C:50]([F:51])([F:53])[F:52])=[O:43])=[CH:15][CH:16]=2)[CH2:9][CH2:10]1

참가 물질

8

반응물 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 1179200333-{[2-(2-Chlorophenyl)-5-trifluoromethyloxazole-4-carbonyl]amino}propionic acidHCID 178500653HCID 178500653, 화합물

생성물 1

HCID 178500674HCID 178500674, 화합물수율 99.5%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 516892Sodium Bicarbonate용매

실험 절차

Trans-[4-(4-aminophenyl)cyclohexyl]acetic acid methyl ester (70 mg, 0.28 mmol), EDCI (135.6 mg, 0.71 mmol), 3-{[2-(2-chlorophenyl)-5-trifluoromethyloxazole-4-carbonyl]amino}propionic acid (123.2 mg, 0.34 mmol), HOBt (57.4 mg, 0.23 mmol) and ethyldiisopropylamine (128.3 mg, 0.99 mmol) dissolved in dichloromethane (15 mL) were stirred for 24 hours. The reaction mixture was diluted with aqueous NaHCO3 and extracted with dichloromethane. The extract was washed with brine and dried with anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by silica gel column chromatography to obtain the desired compound (165 mg, 99%) as a white solid.

후처리

  1. extractionextracted with dichloromethane
  2. washThe extract was washed with brine
  3. dry with materialdried with anhydrous sodium sulfate
  4. concentrationconcentrated under vacuum
  5. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-e8f1a8bd567b4fa183ab053584cf686f
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09321728B2

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