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

HRID 711109ノート

反応式

HRID 711109 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-a5facf45a9884a2d970bf9ef1be9e7b3
出典データセット
uspto-grants-2015_11
特許番号
US09181252B2

反応ノート

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