Lithium Hydroxide → 2-((2,2,2-Trifluoroethyl)amino)quinoline-7-carboxylic acid

HRID 711109노트

반응식

HRID 711109 반응식
[F:1][C:2]([F:20])([F:19])[CH2:3][NH:4][C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][C:9]([C:15]([O:17]C)=[O:16])=[CH:10][CH:11]=2)[N:6]=1.[OH-].[Li+]>O1CCCC1>[F:20][C:2]([F:1])([F:19])[CH2:3][NH:4][C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][C:9]([C:15]([OH:17])=[O:16])=[CH:10][CH:11]=2)[N:6]=1

참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 67491717Methyl 2-((2,2,2-trifluoroethyl)amino)quinoline-7-carboxylate

생성물 1

HCID 674915972-((2,2,2-Trifluoroethyl)amino)quinoline-7-carboxylic acid수율 40%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of methyl 2-((2,2,2-trifluoroethyl)amino)quinoline-7-carboxylate (172 mg, 0.605 mmol) in tetrahydrofuran (5 mL) was added aqueous lithium hydroxide (1.82 mL, 1.82 mmol, 1M solution) at room temperature. The reaction was stirred for 2.5 days. The solvent was removed under reduced pressure and the residue was acidified with 1N aqueous hydrochloric acid. The resulting precipitate was filtered and dried to give the title compound (65 mg, 40%) +ESI (M+H) 271.1, 1H NMR (400 MHz, DMSO-d6, δ): 4.31-4.41 (m, 2H) 7.01 (d, J=8.87 Hz, 1H) 7.69-7.80 (m, 2H) 8.06 (d, J=8.66 Hz, 1H) 8.14 (s, 1H) 13.03 (bs, 1H)

후처리

  1. customThe solvent was removed under reduced pressure
  2. filtrationThe resulting precipitate was filtered
  3. customdried

출처 및 근거

ORD 기록
ord-a5facf45a9884a2d970bf9ef1be9e7b3
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181252B2

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