Hydrochloric Acid → HCID 18705906, compound

HRID 2287877Notes

Reaction equation

HRID 2287877 reaction equation
[CH2:1]([N:4]([CH2:20][CH2:21][CH3:22])[CH:5]1[CH2:19][C:8]2=[CH:9][C:10]3[C:11](=[O:18])[N:12]([CH3:17])[C:13](=O)[C:14]=3[CH:15]=[C:7]2[CH2:6]1)[CH2:2][CH3:3].Cl>CC(O)=O.[Zn]>[CH2:20]([N:4]([CH2:1][CH2:2][CH3:3])[CH:5]1[CH2:19][C:8]2=[CH:9][C:10]3[C:11](=[O:18])[N:12]([CH3:17])[CH2:13][C:14]=3[CH:15]=[C:7]2[CH2:6]1)[CH2:21][CH3:22]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 18705873HCID 18705873, compound

Product 1

HCID 18705906HCID 18705906, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

Using procedure 47, the 6-(dipropylamino)-6,7-dihydro-2-methylcyclopent[f]isoindole-1,3(2H,5H)-dione (120, 0.13 g, 0.4 mmol) was reduced with Zinc dust (0.26 g, 4.0 mmol) in glacial HOAc (10 mL). Purification via crystallization from EtOAc/MeOH gave an off-white solid that was converted to an HCl salt and recrystallized from EtOAc/MeOH to give 126 as a white solid (m.p. 242-243° C.).

Workup

  1. customPurification
  2. customvia crystallization from EtOAc/MeOH
  3. customgave an off-white solid
  4. customrecrystallized from EtOAc/MeOH

Sources & evidence

ORD record
ord-b221ee246cda483ebcc930b71427dd64
Source dataset
uspto-grants-2000_07
Patent number
US06084130

Reaction notes

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