2-(4-bromobutyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione → N-[1-[6-(1,3-dihydro-1,3-dioxo-2H-benz[de]isoquinolin-2-yl)hexyl]-4-piperidinyl]-N-phenylpropanamide, hydrochloride

HRID 1076996Notes

Reaction equation

HRID 1076996 reaction equation
[ClH:1].O=C1C2C3C(=CC=CC=3C(=O)N1CCCC[N:21]1[CH2:26][CH2:25][CH:24]([N:27]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)[C:28](=[O:31])[CH2:29][CH3:30])[CH2:23][CH2:22]1)C=CC=2.Br[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][N:45]1[C:54](=[O:55])[C:53]2[CH:56]=[CH:57][CH:58]=[C:51]3[C:52]=2[C:47](=[CH:48][CH:49]=[CH:50]3)[C:46]1=[O:59].BrCCCCN1C(=O)C2C=CC=C3C=2C(=CC=C3)C1=O>>[ClH:1].[O:59]=[C:46]1[C:47]2[C:52]3[C:51](=[CH:58][CH:57]=[CH:56][C:53]=3[C:54](=[O:55])[N:45]1[CH2:44][CH2:43][CH2:42][CH2:41][CH2:40][CH2:39][N:21]1[CH2:22][CH2:23][CH:24]([N:27]([C:32]3[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=3)[C:28](=[O:31])[CH2:29][CH3:30])[CH2:25][CH2:26]1)[CH:50]=[CH:49][CH:48]=2

Participants

4

Reactant 3

HCID 27823602-(4-bromobutyl)-1H-benzo[de]isoquinoline-1,3(2H)-dioneHCID 203645072-(6-bromohexyl)-1H-benz[de]isoquinoline-1,3(2H)-dioneHCID 131710247N-[1-[4-(1,3-dihydro-1,3-dioxo-2H-benz[de]isoquinolin-2-yl)butyl]-4-piperidinyl]-N-phenylpropanamide, hydrochloride

Product 1

HCID 131710249N-[1-[6-(1,3-dihydro-1,3-dioxo-2H-benz[de]isoquinolin-2-yl)hexyl]-4-piperidinyl]-N-phenylpropanamide, hydrochloride

Procedure

Following the procedure of part (b) of example 31 but substituting 2-(6-bromohexyl)-1H-benz[de]isoquinoline-1,3(2H)-dione for the 2-(4-bromobutyl)-1H-benz[de]isoquinoline-1,3-(2H)-dione, one obtains N-[1-[6-(1,3-dihydro-1,3-dioxo-2H-benz[de]isoquinolin-2-yl)hexyl]-4-piperidinyl]-N-phenylpropanamide, hydrochloride.

Sources & evidence

ORD record
ord-d3ed46a9a7fa44108b6289558755e702
Source dataset
uspto-grants-1976_05
Patent number
US03959286

Reaction notes

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