Acetonitrile → HCID 178501201、化合物

HRID 518594ノート

反応式

HRID 518594 の反応式
Cl[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[NH2:11][C@@H:12]1[CH2:17][CH2:16][C@H:15]([C:18]([O:20][CH2:21]C)=[O:19])[CH2:14][CH2:13]1.C(#N)C.CCN(C(C)C)C(C)C>O.C(Cl)Cl>[N+:8]([C:3]1[CH:4]=[N:5][CH:6]=[CH:7][C:2]=1[NH:11][C@@H:12]1[CH2:13][CH2:14][C@H:15]([C:18]([O:20][CH3:21])=[O:19])[CH2:16][CH2:17]1)([O-:10])=[O:9]

参加物

7

反応物 4

HCID 6342AcetonitrileHCID 81531DiisopropylethylamineHCID 27357814-Chloro-3-nitropyridineHCID 178472433HCID 178472433、化合物

生成物 1

HCID 178501201HCID 178501201、化合物収率 76%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
60 °C

実験手順

A round bottom flask under nitrogen atmosphere was charged with 4-chloro-3-nitropyridine (1.65 g, 10.41 mmol), cis-ethyl 4-aminocyclohexanecarboxylate (2.454 g, 15.61 mmol), and ACN (26 mL). To the mixture was added DIPEA (3.63 mL, 20.81 mmol). The resulting mixture was stirred at 60° C. for 17 hours. The reaction was stopped, cooled to RT and diluted with water (20 mL) and DCM (50 mL). The layers were separated, and the organic layer was collected, dried over sodium sulfate and concentrated to afford an orange oil. The oil was purified by silica gel chromatography to afford the title compound (2.2 g, 76% yield) as a bright yellow solid. MS m/z=280.2 [M+H]. Calc'd for C13H17N3O4: 279.1.

後処理

  1. temperaturecooled to RT
  2. customThe layers were separated
  3. customthe organic layer was collected
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated
  6. customto afford an orange oil
  7. customThe oil was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-60184fe277274f098705ff142f38a7af
出典データセット
uspto-grants-2015_08
特許番号
US09115127B2

反応ノート

読み込み中…