Sodium hydride → HCID 86681278、化合物

HRID 1467315ノート

反応式

HRID 1467315 の反応式
[H-].[Na+].[O:3]=[C:4]1[CH:9]([NH:10][C:11](=[O:17])[O:12][C:13]([CH3:16])([CH3:15])[CH3:14])[CH2:8][CH2:7][CH2:6][NH:5]1.Br[CH2:19][C:20]1[C:25]([O:26][CH3:27])=[CH:24][CH:23]=[CH:22][C:21]=1[F:28]>CN(C)C=O>[F:28][C:21]1[CH:22]=[CH:23][CH:24]=[C:25]([O:26][CH3:27])[C:20]=1[CH2:19][N:5]1[CH2:6][CH2:7][CH2:8][CH:9]([NH:10][C:11](=[O:17])[O:12][C:13]([CH3:14])([CH3:16])[CH3:15])[C:4]1=[O:3]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 27793222-Fluoro-6-methoxybenzyl bromideHCID 21260262tert-Butyl (2-oxopiperidin-3-yl)carbamate

生成物 1

HCID 86681278HCID 86681278、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
0 °C

実験手順

Sodium hydride (82 mg, 2.054 mmol) was added to a solution of tert-butyl 2-oxopiperidin-3-ylcarbamate (200 mg, 0.933 mmol) in dimethylformamide (2 ml) at 23° C. and the resulting mixture was allowed to stir for 30 minutes. The mixture was then cooled to 0° C., and a solution of 2-(bromomethyl)-1-fluoro-3-methoxybenzene (214 mg, 0.977 mmol) in dimethylformamide (1.2 ml) added to the reaction mixture drop-wise. The resulting solution was allowed to stir for 90 minutes and was quenched with methanol. The mixture was then diluted with EtOAc, washed with water and brine, dried with magnesium sulfate, filtered and concentrated to afford tert-butyl 1-(2-fluoro-6-methoxybenzyl)-2-oxopiperidin-3-ylcarbamate. The crude product was progressed to the next step without purification.

後処理

  1. stirringto stir for 90 minutes
  2. customwas quenched with methanol
  3. additionThe mixture was then diluted with EtOAc
  4. washwashed with water and brine
  5. dry with materialdried with magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-f75e2fdbb28e4b1ea58c9efd06a0720b
出典データセット
uspto-grants-2015_04
特許番号
US08999957B2

反応ノート

読み込み中…