1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → Methyl 2-(4-(4'-(5-cyclobutyl-1,3,4-oxadiazol-2-ylamino)biphenyl-4-yl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate

HRID 881727노트

반응식

HRID 881727 반응식
[CH:1]1([C:5]([NH:7][NH:8][C:9](=S)[NH:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[CH:22]=[CH:21][C:20]([C:23]45[CH2:30][CH2:29][C:26]([CH2:31][C:32]([O:34][CH3:35])=[O:33])([CH2:27][CH2:28]4)[O:25][CH2:24]5)=[CH:19][CH:18]=3)=[CH:13][CH:12]=2)=[O:6])[CH2:4][CH2:3][CH2:2]1.C(N=C=NCCCN(C)C)C>C(Cl)Cl>[CH:1]1([C:5]2[O:6][C:9]([NH:10][C:11]3[CH:16]=[CH:15][C:14]([C:17]4[CH:22]=[CH:21][C:20]([C:23]56[CH2:30][CH2:29][C:26]([CH2:31][C:32]([O:34][CH3:35])=[O:33])([CH2:27][CH2:28]5)[O:25][CH2:24]6)=[CH:19][CH:18]=4)=[CH:13][CH:12]=3)=[N:8][N:7]=2)[CH2:4][CH2:3][CH2:2]1

참가 물질

4

반응물 2

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 86700833Methyl 2-(4-(4'-(2-(cyclobutanecarbonyl) hydrazinecarbothioamido) biphenyl-4-yl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate

생성물 1

HCID 86700834Methyl 2-(4-(4'-(5-cyclobutyl-1,3,4-oxadiazol-2-ylamino)biphenyl-4-yl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate수율 90%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a reaction vial containing methyl 2-(4-(4′-(2-(cyclobutanecarbonyl)hydrazinecarbothioamido) biphenyl-4-yl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate (300 mg, 0.59 mmol) was added DCM (6 ml) at room temperature. 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (204 mg, 1.06 mmol) was added and the mixture was stirred at room temperature for overnight. The reaction mixture was purified directly via column chromatography affording the title compound as off-white solid after drying (252 mg, 90% yield). LC/MS, ESI-MS(+): 474.4, RT: 1.40 (Condition E).

후처리

  1. customThe reaction mixture was purified directly via column chromatography

출처 및 근거

ORD 기록
ord-df603e5309844ee88e1574a173f87aa3
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08993619B2

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