Morpholine → HCID 18381657, compound

HRID 2297457Notes

Reaction equation

HRID 2297457 reaction equation
Cl[CH2:2][C:3]([N:5]1[N:14]=[C:13]([CH2:15][C:16]2[C:21]([Cl:22])=[CH:20][N:19]=[CH:18][C:17]=2[Cl:23])[C:12]2[C:7](=[CH:8][C:9]([O:24][CH3:25])=[CH:10][CH:11]=2)[CH2:6]1)=[O:4].[NH:26]1[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1>C(Cl)(Cl)Cl>[Cl:23][C:17]1[CH:18]=[N:19][CH:20]=[C:21]([Cl:22])[C:16]=1[CH2:15][C:13]1[C:12]2[C:7](=[CH:8][C:9]([O:24][CH3:25])=[CH:10][CH:11]=2)[CH2:6][N:5]([C:3](=[O:4])[CH2:2][N:26]2[CH2:31][CH2:30][O:29][CH2:28][CH2:27]2)[N:14]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 9801028HCID 9801028, compound

Product 1

HCID 18381657HCID 18381657, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution under N2 and stirring of 2-chloro-1-[4-(3,5-dichloro-pyridin-4-ylmethyl)-7-methoxy-1H-phthalazin-2-yl]-ethanone (1.3 g, 3.26 mmoles), prepared as described in example 81, in dry CHCl3 (15 ml), at room temperature, was added with morpholine (0.85 g, 9.78 mmoles) and refluxed for 20 hours. The mixture was poured into water/ice, the phases separated and the organic one was washed with water, anhydrified and brought to dryness to give a solid which was crystallised from acetonitrile (45 ml) to give 0.77 g of the title compound (yield: 53%). m.p.: 180-182° C.

Workup

  1. customprepared
  2. temperaturerefluxed for 20 hours
  3. customthe phases separated
  4. washthe organic one was washed with water
  5. customto give a solid which
  6. customwas crystallised from acetonitrile (45 ml)

Sources & evidence

ORD record
ord-b9e3890fb78c464db68548b0a3434228
Source dataset
uspto-grants-2002_12
Patent number
US06492360B1

Reaction notes

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