1,8-Diazabicyclo(5.4.0)undec-7-ene → 1-Chloro-4-[(4-chloro-3-methoxybenzyl)amino]-6-phthalazine carbonitrile

HRID 2300142Notes

Reaction equation

HRID 2300142 reaction equation
Cl.C(N)C1C=CC=CC=1.[Cl:10][C:11]1[CH:18]=[CH:17][C:14]([CH2:15][NH2:16])=[CH:13][C:12]=1[O:19][CH3:20].[Cl:21][C:22]1[C:31]2[C:26](=[CH:27][C:28]([C:32]#[N:33])=[CH:29][CH:30]=2)[C:25](Cl)=[N:24][N:23]=1.C1CCN2C(=NCCC2)CC1>CN1CCCC1=O>[Cl:21][C:22]1[C:31]2[C:26](=[CH:27][C:28]([C:32]#[N:33])=[CH:29][CH:30]=2)[C:25]([NH:16][CH2:15][C:14]2[CH:17]=[CH:18][C:11]([Cl:10])=[C:12]([O:19][CH3:20])[CH:13]=2)=[N:24][N:23]=1

Participants

5

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 106567381,4-Dichlorophthalazine-6-carbonitrileHCID 227444814-Chloro-3-methoxybenzylamine benzylamine hydrochloride

Product 1

HCID 183746141-Chloro-4-[(4-chloro-3-methoxybenzyl)amino]-6-phthalazine carbonitrile

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

4-Chloro-3-methoxybenzylamine benzylamine hydrochloride synthesized according to the method described in WO9518097 and 1,4-dichlorophthalazine-6-carbonitrile were stirred at room temperature in 1-methyl-2-pyrrolidinone in the presence of DBU, whereby 1-chloro-4-[(4-chloro-3-methoxybenzyl)amino]-6-phthalazine carbonitrile was obtained as a less polar product.

Sources & evidence

ORD record
ord-55056f78afdd4ced9e9881d3cba425ac
Source dataset
uspto-grants-2002_12
Patent number
US06498159B1

Reaction notes

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