Morpholine → 4-(6-Chloropyridine-3-carbonyl)morpholine

HRID 641452Notes

Reaction equation

HRID 641452 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[Cl:7][C:8]1[CH:16]=[CH:15][C:11]([C:12](Cl)=[O:13])=[CH:10][N:9]=1>ClCCl>[Cl:7][C:8]1[N:9]=[CH:10][C:11]([C:12]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)=[O:13])=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 27821656-Chloronicotinoyl Chloride

Product 1

HCID 8574994-(6-Chloropyridine-3-carbonyl)morpholine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Morpholine (0.2 ml, 2.2 mmol) was added to stirred solution of 6-chloronicotinoyl chloride (250 mg, 1.4 mmol) in dichloromethane (10 ml). After 2 hours the reaction was allowed to cool and the crude mixture was applied to a SCX ion exchange cartridge (Varian bond-elute, 10 g) and washed with methanol. The methanolic fractions were concentrated in vacuo to afford the title compound (D5).

Workup

  1. temperatureto cool
  2. washwashed with methanol
  3. concentrationThe methanolic fractions were concentrated in vacuo

Sources & evidence

ORD record
ord-0bd7c650204e468984f96a9cf6b23455
Source dataset
uspto-grants-2010_04
Patent number
US07696193B2

Reaction notes

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