Water → 2-tert-Butyloxy-5-chloro-6-[3-methoxypyrrolidin-1-yl]-benzo[de]isoquinoline-1,3-dione

HRID 278977Notes

Reaction equation

HRID 278977 reaction equation
[CH3:1][O:2][CH:3]1[CH2:7][CH2:6][NH:5][CH2:4]1.[C:8]([O:12][N:13]1[C:22](=[O:23])[C:21]2[CH:24]=[C:25]([Cl:28])[C:26](Cl)=[C:19]3[C:20]=2[C:15](=[CH:16][CH:17]=[CH:18]3)[C:14]1=[O:29])([CH3:11])([CH3:10])[CH3:9].O>CC(N(C)C)=O>[C:8]([O:12][N:13]1[C:22](=[O:23])[C:21]2[CH:24]=[C:25]([Cl:28])[C:26]([N:5]3[CH2:6][CH2:7][CH:3]([O:2][CH3:1])[CH2:4]3)=[C:19]3[C:20]=2[C:15](=[CH:16][CH:17]=[CH:18]3)[C:14]1=[O:29])([CH3:11])([CH3:9])[CH3:10]

Participants

5

Reactant 3

HCID 962WaterHCID 113554473-MethoxypyrrolidineHCID 22623979HCID 22623979, compound

Product 1

HCID 226239382-tert-Butyloxy-5-chloro-6-[3-methoxypyrrolidin-1-yl]-benzo[de]isoquinoline-1,3-dioneYield 91%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

Following the procedure of Example Q2, 3-methoxypyrrolidine (0.2 g, 2.0 mmol) and 2-tert-butyloxy-5,6-dichloro-benzo[de]isoquinoline-1,3-dione (0.4 g, 1.2 mmol, from Example V2) were reacted in DMA (1.0 mL) at 120° C. overnight followed by addition of water (10 mL). The precipitate that formed was filtered to give 0.44 g of the title compound.

Workup

  1. customThe precipitate that formed
  2. filtrationwas filtered

Sources & evidence

ORD record
ord-ba28659f215d43cd9e260b895c2e551e
Source dataset
uspto-grants-2002_03
Patent number
US06362181B1

Reaction notes

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