Diisopropylethylamine → HCID 67438353, 화합물

HRID 450927노트

반응식

HRID 450927 반응식
[C:1]([C:3]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:4][CH2:5][C:6]([OH:8])=O)#[N:2].Cl.CN(C)CCCN=[C:28]=[N:29][CH2:30][CH3:31].[OH2:33].ON1[C:39]2[CH:40]=[CH:41][CH:42]=[CH:43][C:38]=2N=N1.C(N(CC)C(C)C)(C)C>ClCCl.C(OCC)(=O)C>[O:8]=[C:6]([N:29]1[CH2:28][CH:31]([O:33][C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[CH2:30]1)[CH2:5][CH2:4][C:3]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:1]#[N:2]

참가 물질

7

반응물 4

HCID 81531DiisopropylethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 537742904-Cyano-4,4-diphenylbutanoic acid

생성물 1

HCID 67438353HCID 67438353, 화합물수율 75%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

A mixture of the product of preparation 64 (1.13 g, 7.6 mmol), 4-cyano-4,4-diphenylbutanoic acid [(2.4 g, 9.12 mmol), WO97/24325], 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (1.76 g, 9.12 mmol), 1-hydroxybenzotriazole hydrate (1.30 g, 9.12 mmol) and N,N-diisopropylethylamine (5.3 mL, 19 mmol) in dichloromethane (50 mL) was stirred at room temperature for 18 hours. The reaction mixture was then diluted with ethyl acetate (50 mL), washed with 2M hydrochloric acid (30 mL), and sodium hydrogen carbonate solution (30 mL), dried over magnesium sulfate and concentrated in vacuo. Purification of the residue by column chromatography on silica gel, eluting with pentane:ethyl acetate, 100:0 to 0:100, then afforded the title compound as a colourless oil in 75% yield, 2.28 g.

후처리

  1. washwashed with 2M hydrochloric acid (30 mL), and sodium hydrogen carbonate solution (30 mL)
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated in vacuo
  4. customPurification of the residue by column chromatography on silica gel
  5. washeluting with pentane

출처 및 근거

ORD 기록
ord-9b50985e4be747dd816893119ffbad50
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08486992B2

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