Sodium hydride → 5-Bromo-2-cyclobutoxypyrimidine

HRID 40561노트

반응식

HRID 40561 반응식
[CH:1]1([OH:5])[CH2:4][CH2:3][CH2:2]1.[Br:6][C:7]1[CH:8]=[N:9][C:10](Cl)=[N:11][CH:12]=1.[H-].[Na+]>O1CCOCC1>[Br:6][C:7]1[CH:8]=[N:9][C:10]([O:5][CH:1]2[CH2:4][CH2:3][CH2:2]2)=[N:11][CH:12]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 76218CyclobutanolHCID 6066655-Bromo-2-chloropyrimidine

생성물 1

HCID 497587045-Bromo-2-cyclobutoxypyrimidine

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
0 °C

실험 절차

2.42 mL (31.0 mmol) cyclobutanol and 3.00 g (15.5 mmol) 5-bromo-2-chloropyrimidine are added to 40 mL 1,4-dioxane and cooled down to 0° C. Then the reaction mixture is charged with 1.86 g (46.5 mmol) NaH. After removing of the cooling bath the reaction mixture is stirred at r.t. for 1 h. The reaction is quenched by the addition of water and sat. aq. NaHCO3 solution. The 1,4-dioxane is removed in vacuo and the aq. residue is extracted with DCM. The org. phases are combined, washed with water and dried with MgSO4. The solvent is removed under reduced pressure. The crude product is used without further purification.

후처리

  1. customAfter removing of the cooling bath the reaction mixture
  2. customThe reaction is quenched by the addition of water and sat. aq. NaHCO3 solution
  3. customThe 1,4-dioxane is removed in vacuo
  4. extractionthe aq. residue is extracted with DCM
  5. washwashed with water
  6. dry with materialdried with MgSO4
  7. customThe solvent is removed under reduced pressure
  8. customThe crude product is used without further purification

출처 및 근거

ORD 기록
ord-8f31d6a655944a2e8d985c997c38e401
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08530460B2

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