Sodium hydride → tert-Butyl 4-{[6-chloro-2-(trifluoromethyl)pyrimidin-4-yl]oxy}piperidine-1-carboxylate

HRID 1426352ノート

反応式

HRID 1426352 の反応式
[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4][CH2:3]1.[Cl:15][C:16]1[CH:21]=[C:20](Cl)[N:19]=[C:18]([C:23]([F:26])([F:25])[F:24])[N:17]=1.[H-].[Na+]>C1COCC1>[Cl:15][C:16]1[N:17]=[C:18]([C:23]([F:26])([F:25])[F:24])[N:19]=[C:20]([O:1][CH:2]2[CH2:3][CH2:4][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:6][CH2:7]2)[CH:21]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 643502Tert-butyl 4-hydroxypiperidine-1-carboxylateHCID 157131974,6-Dichloro-2-trifluoromethylpyrimidine

生成物 1

HCID 86666510tert-Butyl 4-{[6-chloro-2-(trifluoromethyl)pyrimidin-4-yl]oxy}piperidine-1-carboxylate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

In a reaction flask, tert-butyl 4-hydroxypiperidine-1-carboxylate (2.02 g, 10.0 mmol) and 4,6-dichloro-2-(trifluoromethyl)pyrimidine (2.18 g, 10.0 mmol) were dissolved in THF (19.7 mL) and cooled to 0° C. Sodium hydride (0.603 g, 15.1 mmol) was added and then the mixture was stirred for 30 minutes at 0° C. and at 25° C. for another 16 hours. The reaction was quenched with water, and was extracted with ethyl acetate and the organic extracts were washed with water, brine, dried over MgSC4, filtered and concentrated in vacuo. The residue was purified by silica gel chromatography to give the product.

後処理

  1. customThe reaction was quenched with water
  2. extractionwas extracted with ethyl acetate
  3. washthe organic extracts were washed with water, brine
  4. dry with materialdried over MgSC4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by silica gel chromatography
  8. customto give the product

出典と根拠

ORDレコード
ord-f2b37a3b79c242f98bd1c74c40c5616f
出典データセット
uspto-grants-2015_01
特許番号
US08933085B2

反応ノート

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