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

HRID 1426352노트

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HRID 1426352 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f2b37a3b79c242f98bd1c74c40c5616f
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08933085B2

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