3-Methoxyaniline → 7-Acetamino-1-(3-methoxyanilino)-4-(4-pyridylmethyl)phthalazine hydrochloride

HRID 49875Notes

Reaction equation

HRID 49875 reaction equation
[NH:1]([C:5]1[CH:14]=[C:13]2[C:8]([C:9]([CH2:16][C:17]3[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=3)=[N:10][N:11]=[C:12]2[Cl:15])=[CH:7][CH:6]=1)[C:2]([CH3:4])=[O:3].[CH3:23][O:24][C:25]1[CH:26]=[C:27]([CH:29]=[CH:30][CH:31]=1)[NH2:28]>C(O)CCC>[ClH:15].[NH:1]([C:5]1[CH:14]=[C:13]2[C:8]([C:9]([CH2:16][C:17]3[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=3)=[N:10][N:11]=[C:12]2[NH:28][C:27]2[CH:29]=[CH:30][CH:31]=[C:25]([O:24][CH3:23])[CH:26]=2)=[CH:7][CH:6]=1)[C:2]([CH3:4])=[O:3]

Participants

4

Reactant 2

HCID 108243-MethoxyanilineHCID 227419517-Acetamino-1-chloro-4-(4-pyridylmethyl)phthalazine

Product 1

HCID 227419897-Acetamino-1-(3-methoxyanilino)-4-(4-pyridylmethyl)phthalazine hydrochloride

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

By analogy with 25, 300 mg (0.96 mmol) 7-acetamino-1-chloro-4-(4-pyridylmethyl)phthalazine is reacted in 3.9 ml 1-butanol with 321 μl (2.88 mmol) 3-methoxyaniline to obtain title compound: m.p.: 156-159° C.; HPLC: tRet(Grad5-40)=11.0; FAB MS (M+H)+=400.

Sources & evidence

ORD record
ord-1c74f50e22e745bca1faa4521a18d1c6
Source dataset
uspto-grants-2004_03
Patent number
US06710047B2

Reaction notes

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