Sodium Hydroxide → 2-(Methylamino)quinoline-6-carboxylic acid

HRID 880954노트

반응식

HRID 880954 반응식
[OH-].[Na+].[CH3:3][NH:4][C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([C:15]([O:17]CC)=[O:16])[CH:11]=2)[N:6]=1>C(O)C>[CH3:3][NH:4][C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([C:15]([OH:17])=[O:16])[CH:11]=2)[N:6]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 57861311Ethyl 2-(methylamino)quinoline-6-carboxylate

생성물 1

HCID 674914872-(Methylamino)quinoline-6-carboxylic acid수율 96%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
50 °C

실험 절차

Aqueous sodium hydroxide (4 mL, 8 mmol, 2 N) was added to a solution of ethyl 2-(methylamino)quinoline-6-carboxylate (850 mg, 3.7 mmol) in ethanol (10 mL). The reaction was heated to 50° C. overnight. Ethanol was removed in vacuo and the residue was acidified to pH=5 with 1 N aqueous hydrochloric acid. The resulting precipitate was collected by filtration and dried under vacuum to give the title compound (710 mg, 96%) as a yellow solid. 1H NMR (400 MHz, DMSO-d6, δ): 8.26 (d, 1H), 7.96-7.93 (m, 2H), 7.50 (d, 1H), 7.43 (d, 1H), 6.81 (d, 1H), 2.91 (d, 3H).

후처리

  1. customEthanol was removed in vacuo
  2. filtrationThe resulting precipitate was collected by filtration
  3. customdried under vacuum

출처 및 근거

ORD 기록
ord-5f81a455e7284e73a58f77eb9196253e
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08993586B2

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