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Methanol → HCID 68194235, 화합물

HRID 1520156
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HRID 1520156 반응식
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([C:12]1[C:13]([C:26]3[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=3)=[N:14][C:15]3[C:20]([N:21]=1)=[CH:19][C:18]([C:22]([O:24][CH3:25])=[O:23])=[CH:17][CH:16]=3)[CH2:7][CH2:6][CH2:5]2.[NH:33]1[CH2:38][CH2:37][O:36][CH2:35][CH2:34]1.[CH3:39][OH:40]>O1CCOCC1.ClCCl.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[F:32][C:29]1[CH:28]=[CH:27][C:26]([C:13]2[C:12]([N:8]3[C:9]4[C:4](=[CH:3][C:2]([C:39]([N:33]5[CH2:38][CH2:37][O:36][CH2:35][CH2:34]5)=[O:40])=[CH:11][CH:10]=4)[CH2:5][CH2:6][CH2:7]3)=[N:21][C:20]3[C:15](=[CH:16][CH:17]=[C:18]([C:22]([O:24][CH3:25])=[O:23])[CH:19]=3)[N:14]=2)=[CH:31][CH:30]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 887MethanolHCID 8083MorpholineHCID 68194082HCID 68194082, 화합물

생성물 1

HCID 68194235HCID 68194235, 화합물수율 77%

시약·촉매·용매 3

HCID 44119782Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)촉매
HCID 6344
Dichloromethane
용매
HCID 312751,4-Dioxane용매

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온도
100 °C

실험 절차

To a solution of methyl 3-(6-bromo-1,2,3,4-tetrahydroquinolin-1-yl)-2-(4-fluorophenyl)quinoxaline-6-carboxylate (130 mg, 0.26 mmol) in dioxane (25 ml) was added morpholine (35 mg, 0.40 mmol) and Pd(dppf)2Cl2 (6.7 mg, 0.05 mmol) with stirring overnight maintained with atmosphere of CO (g) at 100° C. under 5 Atm. The reaction mixture was concentrated under vacuum to give a residue, which was applied onto a silica gel column with 1% methanol in dichloromethane to afford methyl 2-(4-fluorophenyl)-3-[6-[(morpholin-4-yl)carbonyl]-1,2,3,4-tetrahydroquinolin-1-yl]quinoxaline-6-carboxylate as a yellow solid (107 mg, 77%).

후처리

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. customto give a residue, which

출처 및 근거

ORD 기록
ord-35dd27719c3c44a68fff48c02f97f197
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09073902B2

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