4-bromo-5H-furan-2-one → (S)-4-(1-{4-[3-(4-Ethoxy-phenoxy)-azetidin-1-yl]-phenyl}-ethylamino)-5H-furan-2-one

HRID 40515ノート

反応式

HRID 40515 の反応式
[CH2:1]([O:3][C:4]1[CH:23]=[CH:22][C:7]([O:8][CH:9]2[CH2:12][N:11]([C:13]3[CH:18]=[CH:17][C:16]([C@@H:19]([NH2:21])[CH3:20])=[CH:15][CH:14]=3)[CH2:10]2)=[CH:6][CH:5]=1)[CH3:2].Br[C:25]1[CH2:29][O:28][C:27](=[O:30])[CH:26]=1>C1COCC1>[CH2:1]([O:3][C:4]1[CH:23]=[CH:22][C:7]([O:8][CH:9]2[CH2:10][N:11]([C:13]3[CH:18]=[CH:17][C:16]([C@@H:19]([NH:21][C:25]4[CH2:29][O:28][C:27](=[O:30])[CH:26]=4)[CH3:20])=[CH:15][CH:14]=3)[CH2:12]2)=[CH:6][CH:5]=1)[CH3:2]

参加物

4

反応物 2

HCID 117895364-bromo-5H-furan-2-oneHCID 86689010(S)-1-{4-[3-(4-Ethoxy-phenoxy)-azetidin-1-yl]-phenyl}-ethylamine

生成物 1

HCID 86689015(S)-4-(1-{4-[3-(4-Ethoxy-phenoxy)-azetidin-1-yl]-phenyl}-ethylamino)-5H-furan-2-one

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
80 °C

実験手順

To 0.040 g (0.13 mmol) (S)-1-{4-[3-(4-ethoxy-phenoxy)-azetidin-1-yl]-phenyl}-ethylamine (X.1) in 1.5 mL THF are added 54 μL (0.38 mmol) TEA and 0.021 g (0.13 mmol) 4-bromo-2(5H)-furanone. The mixture is stirred for 12 h at 80° C. After concentration in vacuo the residue is purified by HPLC (SunfireC18, MeOH/water (+0.3% formic acid)) to yield the desired product.

後処理

  1. concentrationAfter concentration in vacuo the residue
  2. customis purified by HPLC (SunfireC18, MeOH/water (+0.3% formic acid))

出典と根拠

ORDレコード
ord-243fb9227e5748ceb7e111f96df85aa7
出典データセット
uspto-grants-2013_09
特許番号
US08530461B2

反応ノート

読み込み中…