o-Chlorophenylacetic acid → 2-(2-chlorophenyl)-1-(3-(pyridin-4-yl)-6,7-dihydro-1H-pyrazolo pyridin-5(4H)-yl)ethanone
반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([OH:11])=O.CCN(C(C)C)C(C)C.CN(C(ON1[N:37]=[N:36][C:31]2[CH:32]=[CH:33][CH:34]=[N:35][C:30]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.Cl.[N:46]1[CH:51]=[CH:50][C:49]([C:52]2C3CNCCC=3NN=2)=[CH:48][CH:47]=1>CN(C=O)C.O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([CH:34]1[CH2:33][CH2:32][C:31]2[NH:36][N:37]=[C:52]([C:49]3[CH:50]=[CH:51][N:46]=[CH:47][CH:48]=3)[C:30]=2[NH:35]1)=[O:11]참가 물질
7
반응물 4
생성물 1
시약·촉매·용매 2
실험 절차
To a mixture of 2-(2-chlorophenyl)acetic acid (34 mg, 0.2 mmol) and DIEA (89 μA, 0.6 mmol) in DMF (1 ml) at 0° C., was added HATU (91 mg, 0.24 mmol). After stirring for 30 min, (3-(pyridin-4-yl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine hydrochloride was added. The reaction mixture was warmed to room temperature and continued stirring for 2 hour. Water was added and the reaction mixture was extracted with ethyl acetate (10 ml). The organic component was washed with water (5 ml) and brine (5 ml). After dry over sodium sulfate, solvent was removed under vacuum and the residue was purified using prep-HPLC to give the desired compound as white solid (20 mg). LC-MS found 353.22 (M+H).
후처리
- stirringcontinued stirring for 2 hour
- extractionthe reaction mixture was extracted with ethyl acetate (10 ml)
- washThe organic component was washed with water (5 ml) and brine (5 ml)
- dry with materialAfter dry over sodium sulfate, solvent
- customwas removed under vacuum
- customthe residue was purified
출처 및 근거
- ORD 기록
- ord-6d3418457491406a8615bdf96584ecc2
- 출처 데이터셋
- uspto-grants-2016_01
- 특허 번호
- US09242981B2
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