Morpholine → 4-[6-Chloro 4-(3-chloro-4-fluoro-phenyl)-pyridin-2-yl]-morpholine

HRID 2195056Notes

Reaction equation

HRID 2195056 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[C:10]([Cl:15])[CH:9]=2)[CH:5]=[C:4]([Cl:16])[N:3]=1.[NH:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1>>[Cl:16][C:4]1[N:3]=[C:2]([N:17]2[CH2:22][CH2:21][O:20][CH2:19][CH2:18]2)[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[C:10]([Cl:15])[CH:9]=2)[CH:5]=1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 577615112,6-Dichloro-4-(3-chloro-4-fluoro-phenyl)-pyridine

Product 1

HCID 577611414-[6-Chloro 4-(3-chloro-4-fluoro-phenyl)-pyridin-2-yl]-morpholine

Procedure

Stir a solution of 2,6-dichloro-4-(3-chloro-4-fluoro-phenyl)-pyridine (100 mg) in morpholine (2 mL) 3 h at 80° C., concentrate, partition between H2O and EtOAc, dry over Na2SO4, and concentrate under vacuum. Purify by preparative TLC (3:1 hexanes/EtOAc) to give the title compound.

Workup

  1. concentrationconcentrate
  2. custompartition between H2O and EtOAc
  3. dry with materialdry over Na2SO4
  4. concentrationconcentrate under vacuum
  5. customPurify by preparative TLC (3:1 hexanes/EtOAc)

Sources & evidence

ORD record
ord-4343d1502b334a6ebf2111f76a48a6ef
Source dataset
uspto-grants-2012_12
Patent number
US08334382B2

Reaction notes

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