Lithium hydroxide, monohydrate → HCID 71284456、化合物

HRID 1481682ノート

反応式

HRID 1481682 の反応式
[CH2:1]([C:3]1[CH:4]=[C:5]([C:21]([O:23]C)=[O:22])[C:6](=[O:20])[NH:7][C:8]=1[C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[N:15]([CH3:19])[CH2:14][CH2:13][CH2:12]2)[CH3:2].O[Li].O>C1COCC1.O>[CH2:1]([C:3]1[CH:4]=[C:5]([C:21]([OH:23])=[O:22])[C:6](=[O:20])[NH:7][C:8]=1[C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[N:15]([CH3:19])[CH2:14][CH2:13][CH2:12]2)[CH3:2]

参加物

5

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 71284791HCID 71284791、化合物

生成物 1

HCID 71284456HCID 71284456、化合物収率 63.9%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
65 °C

実験手順

To a suspension of methyl 5-ethyl-6-(1-methyl-1,2,3,4-tetrahydroquinolin-6-yl)-2-oxo-1,2-dihydropyridine-3-carboxylate (200 mg, 0.61 mmol) in THF (1 mL) and H2O (1 mL) was added LiOH—H2O (85 mg, 2.03 mmol, 3.3 eq) at room temperature. The reaction mixture was heated to 65° C. and stirred for 1 h. The reaction was monitored by LC-MS. Upon complete consumption of starting material, the reaction was quenched with 1N HCl (2 mL). The precipitate was collected by filtration then washed with Et2O to afford the title compound as a yellow solid (121 mg, 0.39 mmol, 14% over three steps).

後処理

  1. customUpon complete consumption of starting material
  2. customthe reaction was quenched with 1N HCl (2 mL)
  3. filtrationThe precipitate was collected by filtration
  4. washthen washed with Et2O

出典と根拠

ORDレコード
ord-4f1afa430bdd4f8c9e28be484b172f05
出典データセット
uspto-grants-2016_08
特許番号
US09409905B2

反応ノート

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