1-(6-Bromo-pyridin-2-ylmethyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid methoxy-methyl-amide → 1-(6-Bromo-pyridin-2-ylmethyl)-3-(3,4-dichloro-benzoyl)-1H-quinolin-4-one

HRID 227032

반응식

HRID 227032 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].[Cl:26][C:27]1[CH:28]=[C:29]([Mg]Br)[CH:30]=[CH:31][C:32]=1[Cl:33]>C1COCC1>[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](=[O:5])[C:29]3[CH:30]=[CH:31][C:32]([Cl:33])=[C:27]([Cl:26])[CH:28]=3)=[CH:7]2)[CH:23]=[CH:22][CH:21]=1

참가 물질

4

반응물 2

HCID 577545321-(6-Bromo-pyridin-2-ylmethyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid methoxy-methyl-amideHCID 178478192HCID 178478192, 화합물

생성물 1

HCID 577546001-(6-Bromo-pyridin-2-ylmethyl)-3-(3,4-dichloro-benzoyl)-1H-quinolin-4-one

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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-dichlorophenylmagnesium bromide. Yield: 64 mg of a white solid. LC-MSD, m/z for C22H13BrCl2N2O2 [M+H]+=487.0, 489.0, 491.0; HPLC retention time: 2.9 min.

출처 및 근거

ORD 기록
ord-24574779fa8140e599c63b25f42b8698
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07557213B2

연결된 노트

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