Hydrochloric Acid → HCID 18705877, compound

HRID 2287853Notes

Reaction equation

HRID 2287853 reaction equation
[CH2:1]([N:4]([CH2:19][CH2:20][CH3:21])[CH:5]1[CH2:18][C:8]2=[CH:9][C:10]3[C:11](=[O:17])[NH:12][C:13](=[O:16])[C:14]=3[CH:15]=[C:7]2[CH2:6]1)[CH2:2][CH3:3].Cl[CH2:23][C:24]1[N:28]=[CH:27][O:26][N:25]=1.Cl>>[CH2:19]([N:4]([CH2:1][CH2:2][CH3:3])[CH:5]1[CH2:18][C:8]2=[CH:9][C:10]3[C:11](=[O:17])[N:12]([CH2:23][C:24]4[N:28]=[CH:27][O:26][N:25]=4)[C:13](=[O:16])[C:14]=3[CH:15]=[C:7]2[CH2:6]1)[CH2:20][CH3:21]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 27357653-(Chloromethyl)-1,2,4-oxadiazoleHCID 18705862HCID 18705862, compound

Product 1

HCID 18705877HCID 18705877, compound

Procedure

Using procedure 48, 6-(dipropylamino)-6,7-dihydrocyclopent[f]isoindole-1,3(2H,5H)-dione (93, 0.14 g, 0.5 mmol) was treated with 3-(chloromethyl)-1,2,4-oxadiazole (0.09 g, 0.75 mmol). Purification using silica gel, eluting with 7:1 CH2Cl2 /acetone, afforded a solid that was converted to an HCl salt and recrystallized from CH2Cl2 /Et2O to give 100 as a white solid (m.p. 190-191° C.).

Workup

  1. customPurification
  2. washeluting with 7:1 CH2Cl2 /acetone
  3. customafforded a solid
  4. customrecrystallized from CH2Cl2 /Et2O

Sources & evidence

ORD record
ord-26d97a677c4f430abef5a4cade9fdd85
Source dataset
uspto-grants-2000_07
Patent number
US06084130

Reaction notes

Loading…