Morpholine → HCID 83074581、化合物

HRID 1479828

反応式

HRID 1479828 の反応式
Cl[C:2]1[CH:7]=[C:6]([C:8]#[N:9])[CH:5]=[C:4]([Cl:10])[N:3]=1.[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1.FC1C=CC(S(N(CC)C(=C)C(NCC2C=CN=C(C3C=CC(OC(F)(F)F)=CC=3)C=2)=O)(=O)=O)=CC=1>C(O)C.ClC1SC(S(N(CC)C(=C)C(NCC2C=CN=C(C3C=CC(OC(F)(F)F)=CC=3)C=2)=O)(=O)=O)=CC=1>[Cl:10][C:4]1[CH:5]=[C:6]([C:8]#[N:9])[CH:7]=[C:2]([N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)[N:3]=1

参加物

6

反応物 3

HCID 8083MorpholineHCID 7359062,6-DichloroisonicotinonitrileHCID 78319909HCID 78319909、化合物

生成物 1

HCID 83074581HCID 83074581、化合物収率 89%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 78319913HCID 78319913、化合物溶媒

反応条件

温度
70 °C

実験手順

2,6-dichloropyridine-4-carbonitrile 24 (4 gr, 23.13 mmol) was dissolved in 100 ml of ethanol. To the solution were added TEA (1 equiv., 3.22 ml), morpholine (1 equiv., 2 ml) and the mixture was stirred at 70° C. for 4 hours. (TLC AcOEt 3/petroleum ether 7). The solvent was evaporated and the residue was dissolved with ethyl acetate, washed with water and brine. The organic phase was dried over sodium sulfate and concentrated under vacuum. The crude was crystallized from ethyl acetate and petroleum ether to give a beige solid. (4.6 g, 89% yield) 1HNMR (DMSO, 400 MHz) δ 3.58 (4H, m), 3.64 (4H, m), 7.10 (1H, s), 7.32 (1H, s)

後処理

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved with ethyl acetate
  3. washwashed with water and brine
  4. dry with materialThe organic phase was dried over sodium sulfate
  5. concentrationconcentrated under vacuum
  6. customThe crude was crystallized from ethyl acetate and petroleum ether
  7. customto give a beige solid

出典と根拠

ORDレコード
ord-aa930a730be148839c0def30ec789bd8
出典データセット
uspto-grants-2016_08
特許番号
US09409864B2

関連ノート

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