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Citric Acid → 7-Azetidin-1-yl-6-bromo-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

HRID 1696940
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인쇄 미리보기

반응식

HRID 1696940 반응식
[N:1]1([C:5]2[N:14]=[C:13]3[C:8]([C:9](=[O:24])[C:10]([C:19]([O:21]CC)=[O:20])=[CH:11][N:12]3CCC#N)=[CH:7][C:6]=2[Br:25])[CH2:4][CH2:3][CH2:2]1.[Li+].[OH-].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>CO>[N:1]1([C:5]2[N:14]=[C:13]3[C:8]([C:9](=[O:24])[C:10]([C:19]([OH:21])=[O:20])=[CH:11][NH:12]3)=[CH:7][C:6]=2[Br:25])[CH2:4][CH2:3][CH2:2]1
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참가 물질

5

반응물 3

HCID 311Citric AcidHCID 3939Lithium HydroxideHCID 67275613Ethyl 7-azetidin-1-yl-6-bromo-1-(2-cyanoethyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

생성물 1

HCID 103588577-Azetidin-1-yl-6-bromo-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A suspension of EXAMPLE 82A (0.50 g) in methanol (100 mL) at reflux was treated with 1M LiOH (50 mL), stirred for 3 hours then cooled, treated with 10% citric acid, and filtered to provide the desired product. NMR (300 MHz, DMSO-d6) δ 17.21 (s, 1H), 8.68 (s, 1H), 8.32 (s, 1H), 4.29 (m, 4H), 2.26 (m, 2H).

후처리

  1. temperaturethen cooled
  2. filtrationfiltered

출처 및 근거

ORD 기록
ord-2d6ef4624c914bfc9344e07a87f1b595
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08163769B2

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