Morpholine → 4-{[4'-(3-Chloropropoxy)[1,1'-biphenyl]-4-yl]carbonyl}morpholine

HRID 429238Notes

Reaction equation

HRID 429238 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([C:18](Cl)=[O:19])=[CH:14][CH:13]=2)=[CH:8][CH:7]=1.[NH:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1.C(N(C(C)C)CC)(C)C>ClCCl>[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)=[O:19])=[CH:14][CH:13]=2)=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 8083MorpholineHCID 81531DiisopropylethylamineHCID 183547664'-(3-Chloropropoxy)[1,1'-biphenyl]-4-carbonyl chloride

Product 1

HCID 155418504-{[4'-(3-Chloropropoxy)[1,1'-biphenyl]-4-yl]carbonyl}morpholineYield 85%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The product from Example 10D (185 mg, 0.6 mmol), morpholine (0.058 ml, 0.65 mmol) and diisopropylethylamine (100 μl, 0.6 mmol) in 2 mL of dichloromethane were stirred at 20° C. for 18 hours. The mixture was evaporated under reduced pressure and the residue was purified by chromatography (CHCl3/MeOH/NH4OH 9:1:0.1) to provide the title compound (85% yield).

Workup

  1. customThe mixture was evaporated under reduced pressure
  2. customthe residue was purified by chromatography (CHCl3/MeOH/NH4OH 9:1:0.1)

Sources & evidence

ORD record
ord-1e493c7d72f7442a817936320a76d5be
Source dataset
uspto-grants-2001_11
Patent number
US06316475B1

Reaction notes

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