Dichloromethane → HCID 59327013, compound

HRID 1880089Notes

Reaction equation

HRID 1880089 reaction equation
[Cl:1][C:2]1[C:7]([C:8]2(O)[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)=[CH:6][CH:5]=[CH:4][N:3]=1.C(Cl)Cl.CCN(S(F)(F)[F:24])CC>CO>[Cl:1][C:2]1[C:7]([C:8]2([F:24])[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 123472(Diethylamino)sulfur trifluorideHCID 59326990HCID 59326990, compound

Product 1

HCID 59327013HCID 59327013, compound

Reagents, catalysts & solvents 1

HCID 887MethanolCatalyst

Procedure

To a solution of 4-(2-chloropyridin-3-yl)tetrahydro-2H-pyran-4-ol (0.11 g, 0.515 mmol) in DCM (1 mL, 15.54 mmol) was added dropwise DAST (0.102 mL, 0.772 mmol) at room temperature, followed by one drop of MeOH. The resulting mixture was stirred at room temperature for 3 hr. Reaction was quenched with water and extracted with DCM. The recovered residue was advanced to the next step.

Workup

  1. customReaction
  2. customwas quenched with water
  3. extractionextracted with DCM

Sources & evidence

ORD record
ord-901ff5090446453fbfeb53168c195545
Source dataset
uspto-grants-2012_11
Patent number
US08318718B2

Reaction notes

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