Sodium Azide → 3-Azidomethyl-7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinoline-2-carboxylic acid methyl ester

HRID 1887817

반응식

HRID 1887817 반응식
Br[CH2:2][C:3]1[C:12](=[O:13])[C:11]2[C:6](=[CH:7][C:8]([Cl:14])=[CH:9][CH:10]=2)[N:5]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:4]=1[C:21]([O:23][CH3:24])=[O:22].[N-:25]=[N+:26]=[N-:27].[Na+]>CN(C=O)C>[CH3:24][O:23][C:21]([C:4]1[N:5]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:6]2[C:11]([C:12](=[O:13])[C:3]=1[CH2:2][N:25]=[N+:26]=[N-:27])=[CH:10][CH:9]=[C:8]([Cl:14])[CH:7]=2)=[O:22]

참가 물질

4

반응물 2

HCID 33557Sodium AzideHCID 86672058Methyl 3-(bromomethyl)-7-chloro-4-oxo-1-phenyl-1,4-dihydroquinoline-2-carboxylate

생성물 1

HCID 712088133-Azidomethyl-7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinoline-2-carboxylic acid methyl ester수율 94%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

In a 250 mL round-bottomed flask, methyl 3-(bromomethyl)-7-chloro-4-oxo-1-phenyl-1,4-dihydroquinoline-2-carboxylate (2.7 g, 6.64 mmol) and sodium azide (1.25 g, 19.2 mmol) were combined with DMF (40 mL). The reaction mixture was stirred at room temperature overnight, then it was concentrated and triturated in ethyl acetate. The product 3-azidomethyl-7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinoline-2-carboxylic acid methyl ester (2.3 g, 94%) was obtained as a white solid.

후처리

  1. concentrationit was concentrated
  2. customtriturated in ethyl acetate

출처 및 근거

ORD 기록
ord-acf3a7293e4e4c8b9bc2d26b46ada740
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08501732B2

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