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p-Toluenesulfonic acid monohydrate → 2-(2-chloro-4-((4-(((7R,8aS)-5,5-dimethyloctahydroindolizin-7-yl)amino)-5-fluoropyrimidin-2-yl)amino)phenoxy)ethan-1-ol

HRID 633445
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인쇄 미리보기

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HRID 633445 반응식
[NH2:1][C:2]1[CH:11]=[CH:10][C:5]([O:6][CH2:7][CH2:8][OH:9])=[C:4]([Cl:12])[CH:3]=1.Cl.Cl[C:15]1[N:20]=[C:19]([NH:21][C@@H:22]2[CH2:30][C@H:29]3[N:25]([CH2:26][CH2:27][CH2:28]3)[C:24]([CH3:32])([CH3:31])[CH2:23]2)[C:18]([F:33])=[CH:17][N:16]=1.CC1C=CC(S(O)(=O)=O)=CC=1.O>CC(O)C>[Cl:12][C:4]1[CH:3]=[C:2]([NH:1][C:15]2[N:20]=[C:19]([NH:21][C@@H:22]3[CH2:30][C@H:29]4[N:25]([CH2:26][CH2:27][CH2:28]4)[C:24]([CH3:31])([CH3:32])[CH2:23]3)[C:18]([F:33])=[CH:17][N:16]=2)[CH:11]=[CH:10][C:5]=1[O:6][CH2:7][CH2:8][OH:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 521998p-Toluenesulfonic acid monohydrateHCID 196227612-(4-Amino-2-chlorophenoxy)ethan-1-olHCID 86704489(7R,8aS)-N-(2-chloro-5-fluoropyrimidin-4-yl)-octahydro-5,5-dimethylindolizin-7-amine hydrochloride

생성물 1

HCID 718112862-(2-chloro-4-((4-(((7R,8aS)-5,5-dimethyloctahydroindolizin-7-yl)amino)-5-fluoropyrimidin-2-yl)amino)phenoxy)ethan-1-ol수율 74%

시약·촉매·용매 1

HCID 3776
Isopropanol
용매

실험 절차

The general displacement procedure described herein was used with 2-(4-amino-2-chlorophenoxy)ethan-1-ol (9 mg, 0.05 mmol), (7R,8aS)-N-(2-chloro-5-fluoropyrimidin-4-yl)-octahydro-5,5-dimethylindolizin-7-amine hydrochloride (16 mg, 0.05 mmol) and pTsOH.H2O (18 mg, 0.1 mmol) in IPA (5 mL) at reflux to give the product (16 mg, 74% yield) as a solid after workup and purification by preparative thin-layer chromatography using DCM/2M NH3 in MeOH as eluent (9:1; 5 preparative TLC plates).

후처리

  1. temperatureat reflux

출처 및 근거

ORD 기록
ord-bd55014ba2de436780522a4f8f85e815
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09321763B2

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