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

HRID 2191987Notes

Reaction equation

HRID 2191987 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-910efcc3300a43a0a780859780134967
Source dataset
uspto-grants-2012_12
Patent number
US08329700B2

Reaction notes

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