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

HRID 881004ノート

反応式

HRID 881004 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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)

後処理

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

出典と根拠

ORDレコード
ord-4b45298a06b2405e91ccda96e20ef5fe
出典データセット
uspto-grants-2015_03
特許番号
US08993586B2

反応ノート

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