4-Chloro-1-[(3,5-dichloropyridin-4-yl)methyl]-6-methoxyphthalazine → HCID 18381597, compound

HRID 2297454Notes

Reaction equation

HRID 2297454 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH3:13])[CH:10]=2)[C:5]([CH2:14][C:15]2[C:20]([Cl:21])=[CH:19][N:18]=[CH:17][C:16]=2[Cl:22])=[N:4][N:3]=1>C(N)CC>[Cl:22][C:16]1[CH:17]=[N:18][CH:19]=[C:20]([Cl:21])[C:15]=1[CH2:14][C:5]1[C:6]2[C:11](=[CH:10][C:9]([O:12][CH3:13])=[CH:8][CH:7]=2)[C:2]([NH:3][CH2:2][CH2:11][CH3:10])=[N:3][N:4]=1

Participants

3

Reactant 1

HCID 186292104-Chloro-1-[(3,5-dichloropyridin-4-yl)methyl]-6-methoxyphthalazine

Product 1

HCID 18381597HCID 18381597, compoundYield 157.1%

Reagents, catalysts & solvents 1

HCID 7852PropylamineSolvent

Procedure

4-Chloro-1-(3,5-dichloro-pyridin-4-ylmethyl)-6-methoxy-phthalazine (3.9 g, 11 mmoles), prepared as described in example 45, and n-propylamine (40 ml) were put in autoclave at external 120° C. (internal 100° C., 4 atm) for 2 hours. The solution was concentrated to residue, taken up in CH2Cl2 and 5% HCl and extracted more times. The aqueous phase was alkalinised with K2CO3 and extracted with CH2Cl2. The resultant solid was crystallised from acetonitrile (110 ml), then filtered to give 3.26 g of the title compound (yield: 82%). m.p.: 222-223° C.

Workup

  1. customwere put in autoclave at external 120° C.
  2. custom(internal 100° C., 4 atm)
  3. customfor 2 hours
  4. concentrationThe solution was concentrated to residue
  5. extraction5% HCl and extracted more times
  6. extractionextracted with CH2Cl2
  7. customThe resultant solid was crystallised from acetonitrile (110 ml)
  8. filtrationfiltered

Sources & evidence

ORD record
ord-7869098ad35b4a339296fdb493b99a96
Source dataset
uspto-grants-2002_12
Patent number
US06492360B1

Reaction notes

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