Morpholine → HCID 18381657, compound

HRID 2268885Notes

Reaction equation

HRID 2268885 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-27713689405f460c871dd4048cc1769f
Source dataset
uspto-grants-2001_12
Patent number
US06329370B1

Reaction notes

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