Hydrochloric Acid → HCID 18705911, compound

HRID 2287879Notes

Reaction equation

HRID 2287879 reaction equation
[CH2:1]([N:4]([CH2:31][CH2:32][CH3:33])[CH:5]1[CH2:30][C:8]2=[CH:9][C:10]3[C:11](=[O:29])[N:12]([CH2:17][C:18]4[CH:23]=[CH:22][C:21]([O:24][C:25]([F:28])([F:27])[F:26])=[CH:20][CH:19]=4)[C:13](=O)[C:14]=3[CH:15]=[C:7]2[CH2:6]1)[CH2:2][CH3:3].Cl>CC(O)=O.[Zn]>[CH2:31]([N:4]([CH2:1][CH2:2][CH3:3])[CH:5]1[CH2:30][C:8]2=[CH:9][C:10]3[C:11](=[O:29])[N:12]([CH2:17][C:18]4[CH:23]=[CH:22][C:21]([O:24][C:25]([F:27])([F:28])[F:26])=[CH:20][CH:19]=4)[CH2:13][C:14]=3[CH:15]=[C:7]2[CH2:6]1)[CH2:32][CH3:33]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 18705871HCID 18705871, compound

Product 1

HCID 18705911HCID 18705911, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

Using procedure 47, 6-(dipropylamino)-6,7-dihydro-2-[[4-(trifluoromethoxy)phenyl]methyl]cyclopent[f]isoindole-1,3(2H,5H)-dione (107, 0.17 g, 0.37 mmol) was reduced with Zinc dust (0.24 g, 3.7 mmol) in glacial HOAc (10 mL). The resulting solid was converted to an HCl salt and recrystallized from EtOAc/MeOH to give 128 as a white solid (m.p. 210-211° C.).

Workup

  1. customrecrystallized from EtOAc/MeOH

Sources & evidence

ORD record
ord-c552337f72b84f52a3dc69722ec3e10c
Source dataset
uspto-grants-2000_07
Patent number
US06084130

Reaction notes

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