Dichloromethane → HCID 59327013, compound

HRID 410222Notes

Reaction equation

HRID 410222 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-c251b79989734abebef81f030bcbfc2b
Source dataset
uspto-grants-2014_06
Patent number
US08759532B2

Reaction notes

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