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Tetrahydrofuran → 1-(6-Bromo-pyridin-2-ylmethyl)-3-(2,3-dihydro-benzo[1,4]dioxine-6-carbonyl)-1H-quinolin-4-one

HRID 227037
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반응식

HRID 227037 반응식
CON(C)[C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]([CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([Br:24])[N:19]=2)[CH:7]=1)=[O:5].[CH2:26]1[CH2:30][O:29][CH2:28][CH2:27]1>C1OC2C(=C[C-]=CC=2)OC1.[Mg+2].[Br-]>[Br:24][C:20]1[N:19]=[C:18]([CH2:17][N:8]2[C:9]3[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=3)[C:15](=[O:16])[C:6]([C:4]([C:15]3[CH:14]=[CH:27][C:28]4[O:29][CH2:30][CH2:26][O:5][C:4]=4[CH:6]=3)=[O:5])=[CH:7]2)[CH:23]=[CH:22][CH:21]=1
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참가 물질

4

반응물 2

HCID 8028TetrahydrofuranHCID 577545321-(6-Bromo-pyridin-2-ylmethyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid methoxy-methyl-amide

생성물 1

HCID 577545961-(6-Bromo-pyridin-2-ylmethyl)-3-(2,3-dihydro-benzo[1,4]dioxine-6-carbonyl)-1H-quinolin-4-one

시약·촉매·용매 1

HCID 15974803Magnesium bromide 2,3-dihydro-1,4-benzodioxin-6-ide (1/1/1)용매

실험 절차

Experimental conditions analogous to those described for Step 6 of Example 60 from 90 mg (0.22 mmol) of 1-(6-bromo-pyridin-2-ylmethyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid methoxy-methyl-amide in 1 mL THF and 0.98 mL 0.5M 3,4-(ethylenedioxy)phenylmagnesium bromide. Yield: 77 mg of a white solid. LC-MSD, m/z for C24H17BrN2O4 [M+H]+=477.0, 479.0; HPLC retention time: 2.4 min.

출처 및 근거

ORD 기록
ord-2b391626fefb4e13b383956861fe4c57
출처 데이터셋
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07557213B2

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