Hydrochloric Acid → HCID 18705894, compound

HRID 2287852Notes

Reaction equation

HRID 2287852 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][N:24]1[C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=2[N:26]=[N:25]1.Cl>>[N:24]1([CH2:23][N:12]2[C:13](=[O:16])[C:14]3[CH:15]=[C:7]4[CH2:6][CH:5]([N:4]([CH2:1][CH2:2][CH3:3])[CH2:19][CH2:20][CH3:21])[CH2:18][C:8]4=[CH:9][C:10]=3[C:11]2=[O:17])[C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=2[N:26]=[N:25]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 33282221-(Chloromethyl)-1H-benzotriazoleHCID 18705862HCID 18705862, compound

Product 1

HCID 18705894HCID 18705894, 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 1-(chloromethyl)-1H-benzotriazole (0.08 g, 0.5 mmol). Purification using silica gel, eluting with 3:1 hexane/acetone, afforded a solid that was converted to an HCl salt and recrystallized from hot MeOH/EtOAc to give 98 as a white solid (m.p. 254-256° C.).

Workup

  1. customPurification
  2. washeluting with 3:1 hexane/acetone
  3. customafforded a solid
  4. customrecrystallized from hot MeOH/EtOAc

Sources & evidence

ORD record
ord-5e781c24f99140d7ad76f0a32ac1d3f1
Source dataset
uspto-grants-2000_07
Patent number
US06084130

Reaction notes

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