Diisopropylethylamine → 1-(2-((2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)methyl)-4,4-difluoropiperidin-1-yl)-3-methoxypropan-1-one
반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:10]([C:11]3[N:16]=[C:15]([NH:17][CH2:18][CH:19]4[CH2:24][C:23]([F:26])([F:25])[CH2:22][CH2:21][NH:20]4)[C:14]([F:27])=[CH:13][N:12]=3)=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1.ClC1C=C2C(C3N=C(NCC4CC(F)(F)CCN4C(OC(C)(C)C)=O)C(F)=CN=3)=CNC2=NC=1.CCN(C(C)C)C(C)C.[CH3:71][O:72][CH2:73][CH2:74][C:75](Cl)=[O:76]>C(Cl)Cl.CN(C=O)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:10]([C:11]3[N:16]=[C:15]([NH:17][CH2:18][CH:19]4[CH2:24][C:23]([F:26])([F:25])[CH2:22][CH2:21][N:20]4[C:75](=[O:76])[CH2:74][CH2:73][O:72][CH3:71])[C:14]([F:27])=[CH:13][N:12]=3)=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1참가 물질
7
반응물 4
HCID 81531Diisopropylethylamine
HCID 27597283-Methoxypropanoyl chloride
HCID 67285135tert-butyl 2-((2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)methyl)-4,4-difluoropiperidine-1-carboxylate
HCID 672899362-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-N-((4,4-difluoropiperidin-2-yl)methyl)-5-fluoropyrimidin-4-amine생성물 1
시약·촉매·용매 2
실험 절차
To a solution of 2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-N-[(4,4-difluoro-2-piperidyl)methyl]-5-fluoro-pyrimidin-4-amine, 13k, (0.086 g, 0.198 mmol) in CH2Cl2 (1 mL), DMF (0.5 mL) and iPr2NEt (0.10 mL, 0.57 mmol) was added 3-methoxypropanoyl chloride (2.43 g, 0.20 mmol). The reaction mixture was stirred at room temperature for 17 hours. All volatiles were removed at reduced pressure and the residue was purified via silica gel chromatography to give a mixture enriched in desired product, 13, which was repurified via preparatory HPLC.
후처리
- customAll volatiles were removed at reduced pressure
- customthe residue was purified via silica gel chromatography
- customto give a mixture
출처 및 근거
- ORD 기록
- ord-15de4782015742f19c278c08d9a68eb3
- 출처 데이터셋
- uspto-grants-2014_09
- 특허 번호
- US08829007B2
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