Reaction #1810817

Reaction equation

2-morpholin-4-yl-5-nitro-benzoyl chloride

4-phenyl-1,2,3,6-tetrahydro-pyridine

NEt3

→

(2-Morpholin-4-yl-5-nitro-phenyl)-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-methanone

Solvents

DCM

Conditions

Workup

1. 1
   OtherAfter evaporation of the volatiles the residue
2. 2
   Othersubjected to preparative HPLC purification on reversed phase
3. 3
   Washeluting with an acetonitrile/water gradient
4. 4
   Otherto yield
5. 5
   Otherafter evaporation the title compound

Procedure

A mixture of 40.6 mg (0.15 mmol) of 2-morpholin-4-yl-5-nitro-benzoyl chloride, 29 mg (0.18 mmol) 4-phenyl-1,2,3,6-tetrahydro-pyridine (commercial) and 62.5 ul (0.45 mmol) NEt3 in 1 ml DCM was stirred at room temperature for 16 h. After evaporation of the volatiles the residue was taken up in 1 ml CH3CN/DMF/HCOOH 3/5/2 and subjected to preparative HPLC purification on reversed phase eluting with an acetonitrile/water gradient to yield after evaporation the title compound.

Source