Triethylamine → HCID 67212307, 화합물

HRID 554608노트

반응식

HRID 554608 반응식
Cl.Cl.[CH3:3][O:4][C:5](=[O:27])[CH2:6][C:7]1[CH:8]=[N:9][CH:10]=[C:11]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][C:14]=2[CH2:23][NH:24][CH2:25][CH3:26])[CH:12]=1.[CH:28]1([C:31](O)=[O:32])[CH2:30][CH2:29]1.Cl.C(N=C=NCCCN(C)C)C.O.ON1C2C=CC=CC=2N=N1.C(N(CC)CC)C>C(Cl)Cl.[NH4+].[Cl-]>[CH3:3][O:4][C:5](=[O:27])[CH2:6][C:7]1[CH:8]=[N:9][CH:10]=[C:11]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:20])([F:21])[F:22])=[CH:15][C:14]=2[CH2:23][N:24]([C:31]([CH:28]2[CH2:30][CH2:29]2)=[O:32])[CH2:25][CH3:26])[CH:12]=1

참가 물질

8

반응물 5

HCID 8471TriethylamineHCID 15655Cyclopropanecarboxylic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 131729246HCID 131729246, 화합물

생성물 1

HCID 67212307HCID 67212307, 화합물

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 25517Ammonium Chloride용매

실험 절차

[5-(2-Ethylaminomethyl-4-trifluoromethyl-phenyl)-pyridin-3-yl]-acetic acid methyl ester, dihydrochloride (0.108 g, 0.25 mmol), cyclopropanecarboxylic acid (0.02 mL, 0.30 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.073 g, 0.38 mmol), 1-hydroxybenzotriazole hydrate (0.051 g, 0.38 mmol), and triethylamine (0.16 mL, 1.14 mmol) were combined in CH2Cl2 (1 mL) and stirred at room temperature for 45 minutes. The mixture was diluted with aqueous NH4Cl and extracted with CH2Cl2. The combined organic layers were dried over MgSO4, filtered, and concentrated, and the residue was purified by silica gel chromatography (0-100% EtOAc in hexanes) to give (5-{2-[(N-cyclopropanecarbonyl-N-ethyl-amino)-methyl]-4-trifluoromethyl-phenyl}-pyridin-3-yl)-acetic acid methyl ester.

후처리

  1. extractionextracted with CH2Cl2
  2. dry with materialThe combined organic layers were dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customthe residue was purified by silica gel chromatography (0-100% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-e645b36b959843b6b3e95ba36a4f5d49
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08049015B2

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