Piperidine → 2-Benzyloxy-5-cyano-6-(piperidin-1-yl)-benzo[de]isoquinoline-1,3-dione

HRID 278970Notes

Reaction equation

HRID 278970 reaction equation
[CH2:1]([O:8][N:9]1[C:18](=[O:19])[C:17]2[CH:20]=[C:21]([C:24]#[N:25])[C:22](Cl)=[C:15]3[C:16]=2[C:11](=[CH:12][CH:13]=[CH:14]3)[C:10]1=[O:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:27]1[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1.C(N(CC)CC)C>>[CH2:1]([O:8][N:9]1[C:18](=[O:19])[C:17]2[CH:20]=[C:21]([C:24]#[N:25])[C:22]([N:27]3[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]3)=[C:15]3[C:16]=2[C:11](=[CH:12][CH:13]=[CH:14]3)[C:10]1=[O:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 8082PiperidineHCID 8471TriethylamineHCID 226240092-Benzyloxy-6-chloro-5-cyano-benzo[de]isoquinoline-1,3-dione

Product 1

HCID 226239712-Benzyloxy-5-cyano-6-(piperidin-1-yl)-benzo[de]isoquinoline-1,3-dioneYield 75.1%

Procedure

Following the procedure of Example B2, 2-benzyloxy-6-chloro-5-cyano-benzo[de]isoquinoline-1,3-dione (0.20 g, 0.55 mmol, from Example A2), piperidine (0.11 g, 1.1 mmol), and triethyl amine (0.11 g, 1.1 mmol) were reacted at ambient temperature for 5 hours to give 0.17 g of the title compound.

Workup

  1. customwere reacted at ambient temperature for 5 hours

Sources & evidence

ORD record
ord-de897d8bd24044599fe1c914500e89f2
Source dataset
uspto-grants-2002_03
Patent number
US06362181B1

Reaction notes

Loading…