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

HRID 47303

Reaction equation

HRID 47303 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:12]#[N:13])=[CH:9][CH:10]=2)[C:5](Cl)=[N:4][N:3]=1.Cl.[CH2:16]([C:18]1[CH:19]=[C:20]([CH:23]=[CH:24][C:25]=1[O:26][CH3:27])[CH2:21][NH2:22])[CH3:17].C1CCN2C(=NCCC2)CC1>CN1CCCC1=O>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:12]#[N:13])=[CH:9][CH:10]=2)[C:5]([NH:22][CH2:21][C:20]2[CH:23]=[CH:24][C:25]([O:26][CH3:27])=[C:18]([CH2:16][CH3:17])[CH:19]=2)=[N:4][N:3]=1

Participants

5

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 106567381,4-Dichlorophthalazine-6-carbonitrileHCID 227446263-Ethyl-4-methoxybenzylamine hydrochloride

Product 1

HCID 183746111-Chloro-4-[(3-ethyl-4-methoxybenzyl)amino]-6-phthalazine carbonitrile

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

1,4-Dichlorophthalazine-6-carbonitrile and 3-ethyl-4-methoxybenzylamine hydrochloride were stirred at room temperature in 1-methyl-2-pyrrolidinone in the presence of DBU, whereby 1-chloro-4-[(3-ethyl-4-methoxybenzyl)amino]-6-phthalazine carbonitrile was obtained as a less polar compound.

Sources & evidence

ORD record
ord-c446d2ee67c04b3bb954cb226a32f0d4
Source dataset
uspto-grants-2004_03
Patent number
US06699870B2

Linked notes

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