1-Phenylpiperazine → 2-{2-[4-(4-fluorobenzoyl)-piperidin-1-yl]-ethyl}-7-nitro-1-(2H)-phthalazinone hydrochloride

HRID 703453Notes

Reaction equation

HRID 703453 reaction equation
[Cl:1]CCN1N=CC2C(=CC(OC)=C(OC)C=2)C1=O.Cl[CH2:20][CH2:21][N:22]1[N:31]=[CH:30][C:29]2[C:24](=[CH:25][C:26]([N+:32]([O-:34])=[O:33])=[CH:27][CH:28]=2)[C:23]1=[O:35].C1(N2CCNCC2)C=CC=CC=1.[F:48][C:49]1[CH:62]=[CH:61][C:52]([C:53]([CH:55]2[CH2:60][CH2:59][NH:58][CH2:57][CH2:56]2)=[O:54])=[CH:51][CH:50]=1>C(O)C>[ClH:1].[F:48][C:49]1[CH:50]=[CH:51][C:52]([C:53]([CH:55]2[CH2:60][CH2:59][N:58]([CH2:20][CH2:21][N:22]3[N:31]=[CH:30][C:29]4[C:24](=[CH:25][C:26]([N+:32]([O-:34])=[O:33])=[CH:27][CH:28]=4)[C:23]3=[O:35])[CH2:57][CH2:56]2)=[O:54])=[CH:61][CH:62]=1

Participants

6

Reactant 4

HCID 70961-PhenylpiperazineHCID 27244404-(4-Fluorobenzoyl)piperidineHCID 153919232-(2-chloroethyl)-6,7-dimethoxy-1(2H)-phthalazinoneHCID 221501732-(2-chloroethyl)-7-nitro-1(2H)-phthalazinone

Product 1

HCID 221501592-{2-[4-(4-fluorobenzoyl)-piperidin-1-yl]-ethyl}-7-nitro-1-(2H)-phthalazinone hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Working as described in Example 3 but replacing 2-[2-chloroethyl]-6,7-dimethoxy-1(2H)-phthalazinone with an equivalent amount of 2-(2-chloroethyl)-7-nitro-1(2H)-phthalazinone and replacing N-phenyl piperazine with an equivalent amount of 4-(4-fluorobenzoyl)-piperidine, 2-{2-[4-(4-fluorobenzoyl)-piperidin-1-yl]-ethyl}-7-nitro-1-(2H)-phthalazinone hydrochloride is obtained (m.p. 280°-285° C., from ethyl alcohol).

Sources & evidence

ORD record
ord-c55d85288d68408284aa028bbf823137
Source dataset
uspto-grants-1991_01
Patent number
US04983606

Reaction notes

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