Piperazine → 1-Benzyl-4-piperazin-1-yl-phthalazine

HRID 42176

Reaction equation

HRID 42176 reaction equation
[CH2:1]([C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11](Cl)=[N:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1.CN1C(=O)CCC1.C(N(CC)CC)C>ClCCl>[CH2:1]([C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([N:19]2[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)=[N:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 4837PiperazineHCID 8471TriethylamineHCID 13387N-methyl-2-pyrrolidoneHCID 64045661-Benzyl-4-chlorophthalazine

Product 1

HCID 64040231-Benzyl-4-piperazin-1-yl-phthalazineYield 58.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-Benzyl-4-chlorophthalazine (1.06 g, 4.18 mmol) and piperazine (1.82 g, 20.9 mmol) are added into a microwave vial, followed by NMP (5 ml) and triethylamine (6.62 ml, 12.5 mmol). The vial is sealed and irradiated in the microwave at 180° C. (high absorption setting) for 30 minutes. Dichloromethane (10 mL) is added to form a precipitate, which is washed with additional dichloromethane and dried under reduced pressure to afford the product as a white powder (745 mg, 58% yield).

Workup

  1. customThe vial is sealed
  2. customirradiated in the microwave at 180° C. (high absorption setting) for 30 minutes
  3. customto form a precipitate, which
  4. washis washed with additional dichloromethane
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-2b84ef5d88e24f2ea72c32f3e89068b2
Source dataset
uspto-grants-2013_09
Patent number
US08536168B2

Linked notes

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