Nicotinic Acid → 2-(Pyridine-3-carbonyloxy)-succinic acid 4-(4-allyl-2-methoxy-phenyl)ester 1-methyl ester
반응식
[CH:1]1[CH:6]=[N:5][CH:4]=[C:3]([C:7]([OH:9])=[O:8])[CH:2]=1.[CH2:10](N(C(C)C)C(C)C)C.CCN=C=NCCCN(C)C.Cl.C1C=CC2N(O)N=NC=2C=1.[CH2:41]([C:44]1[CH:49]=[CH:48][C:47]([O:50][C:51](=[O:58])[CH2:52][CH:53](O)[C:54]([OH:56])=[O:55])=[C:46]([O:59][CH3:60])[CH:45]=1)[CH:42]=[CH2:43]>ClCCl>[CH3:10][O:56][C:54](=[O:55])[CH:53]([O:8][C:7]([C:3]1[CH:4]=[N:5][CH:6]=[CH:1][CH:2]=1)=[O:9])[CH2:52][C:51]([O:50][C:47]1[CH:48]=[CH:49][C:44]([CH2:41][CH:42]=[CH2:43])=[CH:45][C:46]=1[O:59][CH3:60])=[O:58]참가 물질
7
반응물 5
생성물 1
시약·촉매·용매 1
실험 절차
To a suspension of niacin (90 mg, 0.7 mmol) in dichloromethane (10.0 mL) were added N-ethyldiisopropyl amine (0.58 mL, 3.0 mmol), EDCI.HCl (380 mg, 2.0 mmol), HOBt (50 mg, 0.3 mmol) at 0° C. and stirred for 15 min. Then 2-Hydroxy-succinic acid 4-(4-allyl-2-methoxy-phenyl)ester (200 mg, 0.6 mmol) was added at the same temperature and the reaction mixture was stirred at room temperature (25° C.) over a period of 5 h. The reaction mixture was diluted with DCM (150 mL), washed with water (4×50 mL) and dried over sodium sulphate. The crude product obtained upon evaporation of volatiles was purified by column chromatography to obtain pale yellow viscous oil (140 mg, 51%).
후처리
- stirringthe reaction mixture was stirred at room temperature (25° C.) over a period of 5 h
- washwashed with water (4×50 mL)
- dry with materialdried over sodium sulphate
- customThe crude product obtained upon evaporation of volatiles
- customwas purified by column chromatography
출처 및 근거
- ORD 기록
- ord-d9dbf7df017e4037b9fd736da651c8e5
- 출처 데이터셋
- uspto-grants-2014_09
- 특허 번호
- US08846721B2
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