Pyrrolidine → HCID 18332465, compound

HRID 2268886Notes

Reaction equation

HRID 2268886 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[CH2:30][CH2:29][CH2:28][CH2:27]1>C(Cl)(Cl)Cl>[Cl:22][C:21]1[CH:20]=[N:19][CH:18]=[C:17]([Cl:23])[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[CH2:30][CH2:29][CH2:28][CH2:27]2)[N:14]=1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 9801028HCID 9801028, compound

Product 1

HCID 18332465HCID 18332465, compoundYield 58%

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 pyrrolidine (0.82 ml, 9.78 mmoles) and refluxed. After 20 hours the mixture was poured into water/ice, the phases separated, and the organic one washed with water, anhydrified and brought to dryness to give a residue which was crystallised from acetonitrile (40 ml) to give 0.79 g of the title compound (yield: 58%). m.p.: 148-150° C.

Workup

  1. customprepared
  2. temperaturerefluxed
  3. customthe phases separated
  4. washthe organic one washed with water
  5. customto give a residue which
  6. customwas crystallised from acetonitrile (40 ml)

Sources & evidence

ORD record
ord-8e985373cf3f412f9943eccfd19fb655
Source dataset
uspto-grants-2001_12
Patent number
US06329370B1

Reaction notes

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