4-Morpholinecarbonitrile → HCID 136333912、化合物

HRID 1022907ノート

反応式

HRID 1022907 の反応式
[NH2:1][C:2]1[CH:6]=[C:5]([Br:7])[S:4][C:3]=1[C:8]([O:10]C)=O.[N:12]1([C:18]#[N:19])[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1.Cl.C1(OC)CCCC1>>[Br:7][C:5]1[S:4][C:3]2[C:8](=[O:10])[NH:19][C:18]([N:12]3[CH2:17][CH2:16][O:15][CH2:14][CH2:13]3)=[N:1][C:2]=2[CH:6]=1

参加物

4

反応物 3

HCID 737384-MorpholinecarbonitrileHCID 20158931Methyl 3-amino-5-bromothiophene-2-carboxylateHCID 66926893hydrogen chloride CPME

生成物 1

HCID 136333912HCID 136333912、化合物

反応条件

温度
110 °C

実験手順

A mixture of methyl 3-amino-5-bromothiophene-2-carboxylate (200 mg) produced in Example 1, step C, morpholine-4-carbonitrile (0.17 mL) and 4M hydrochloric acid/cyclopentylmethylether solution (3.0 mL) was stirred at 110° C. for 4 hr. The reaction system was concentrated under reduced pressure, and saturated aqueous sodium hydrogen carbonate was added to the residue. The precipitate was collected by filtration and washed with water. The obtained pale-brown solid was washed with a mixed solvent of ethyl acetate/hexane (1:1) to give the title compound (144 mg) as a pale-yellow solid.

後処理

  1. concentrationThe reaction system was concentrated under reduced pressure, and saturated aqueous sodium hydrogen carbonate
  2. additionwas added to the residue
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with water
  5. washThe obtained pale-brown solid was washed with a mixed solvent of ethyl acetate/hexane (1:1)

出典と根拠

ORDレコード
ord-2d3d4ab7ee1b4b3e8577e14603a45d29
出典データセット
uspto-grants-2014_05
特許番号
US08722660B2

反応ノート

読み込み中…