Sodium hydride → (S)-N-(1-{4-[3-(2-Cyclopropylmethoxy-pyridin-4-yloxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamide

HRID 40526

反応式

HRID 40526 の反応式
F[C:2]1[CH:7]=[C:6]([O:8][CH:9]2[CH2:12][N:11]([C:13]3[CH:18]=[CH:17][C:16]([C@@H:19]([NH:21][C:22](=[O:24])[CH3:23])[CH3:20])=[CH:15][CH:14]=3)[CH2:10]2)[CH:5]=[CH:4][N:3]=1.[CH:25]1([CH2:28][OH:29])[CH2:27][CH2:26]1.[H-].[Na+]>O1CCOCC1>[CH:25]1([CH2:28][O:29][C:2]2[CH:7]=[C:6]([O:8][CH:9]3[CH2:12][N:11]([C:13]4[CH:18]=[CH:17][C:16]([C@@H:19]([NH:21][C:22](=[O:24])[CH3:23])[CH3:20])=[CH:15][CH:14]=4)[CH2:10]3)[CH:5]=[CH:4][N:3]=2)[CH2:27][CH2:26]1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 75644CyclopropanemethanolHCID 86689013(S)-N-(1-{4-[3-(2-Fluoro-pyridin-4-yloxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamide

生成物 1

HCID 86689027(S)-N-(1-{4-[3-(2-Cyclopropylmethoxy-pyridin-4-yloxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamide

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
130 °C

実験手順

To 55 mg (0.17 mmol) (S)—N-(1-{4-[3-(2-Fluoro-pyridin-4-yloxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamide (XI.1) in 5 mL 1,4-dioxane is added 0.14 mL (1.73 mmol) cyclopropanemethanol. 38 mg (0.95 mmol, 60% suspension in mineral oil) NaH is added and the mixture is stirred for 15 h at 130° C. After concentration in vacuo the residue is purified by chormotography (silica, ethylacetate) to yield the desired product.

後処理

  1. concentrationAfter concentration in vacuo the residue
  2. customis purified by chormotography (silica, ethylacetate)

出典と根拠

ORDレコード
ord-a056d0b03c8f4f7e94bd433ec3b60523
出典データセット
uspto-grants-2013_09
特許番号
US08530461B2

関連ノート

読み込み中…