(Diethylamino)sulfur trifluoride → 2-Fluoro-3-(4-fluorotetrahydro-2H-pyran-4-YL)pyrazine

HRID 555859Notes

Reaction equation

HRID 555859 reaction equation
[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(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

Participants

4

Reactant 2

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

Product 1

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

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-(3-fluoropyrazin-2-yl)tetrahydro-2H-pyran-4-ol (0.123 g, 0.621 mmol) in DCM (2 mL) cooled to 0° C. was added dropwise dast (0.164 mL, 1.241 mmol). The resulting mixture was stirred for 2 hr. Reaction was quenched with dropwise addition of saturated NaHCO3 solution and back extracted with DCM to produce product.

Workup

  1. customReaction
  2. customwas quenched with dropwise addition of saturated NaHCO3 solution
  3. extractionback extracted with DCM
  4. customto produce product

Sources & evidence

ORD record
ord-f6d5830ddd86440fa0af1512dadf484c
Source dataset
uspto-grants-2011_11
Patent number
US08053438B2

Reaction notes

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