Sodium Carbonate → 2-Fluoro-3-(4-fluorotetrahydro-2H-pyran-4-YL)pyrazine

HRID 555856노트

반응식

HRID 555856 반응식
[F:1][C:2]1[C:3]([C:8]2(O)[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)=[N:4][CH:5]=[CH:6][N:7]=1.CCN(S(F)(F)[F:21])CC.C(=O)([O-])[O-].[Na+].[Na+]>C(Cl)Cl>[F:1][C:2]1[C:3]([C:8]2([F:21])[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)=[N:4][CH:5]=[CH:6][N:7]=1

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 123472(Diethylamino)sulfur trifluorideHCID 593512304-(3-Fluoropyrazin-2-YL)tetrahydro-2H-pyran-4-OL

생성물 1

HCID 593511352-Fluoro-3-(4-fluorotetrahydro-2H-pyran-4-YL)pyrazine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

A solution of 4-(3-fluoropyrazin-2-yl)tetrahydro-2H-pyran-4-ol (0.4 g, 2.018 mmol) in CH2Cl2 (6.73 mL) was cooled to 0° C. DAST (0.533 mL, 4.04 mmol) was added to the reaction mixture dropwise and the resulting mixture was allowed to stir at 0° C. for 2 hr. A solution of saturated sodium carbonate was added dropwise to the reaction mixture at 0° C. to quench the reaction. The heterogeneous mixture was stirred vigorously for 1 hr to ensure complete quenching. Mixture was transferred to a separatory funnel and the layers were separated after addition of more DCM and saturated bicarbonate solution. The organic layer was dried over magnesium sulfate and rotovapped to remove the volatile solvent.

후처리

  1. customto quench
  2. customthe reaction
  3. stirringThe heterogeneous mixture was stirred vigorously for 1 hr
  4. customMixture was transferred to a separatory funnel
  5. customthe layers were separated
  6. additionafter addition of more DCM and saturated bicarbonate solution
  7. dry with materialThe organic layer was dried over magnesium sulfate
  8. customto remove the volatile solvent

출처 및 근거

ORD 기록
ord-dcea7773ec704679b5d4c91fa4e9dd9b
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08053438B2

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