Hydrochloric Acid → N-[2-[4-(6-Fluoro-1H-indazol-3-yl)-1-piperazinyl]ethyl]phthalimide hydrochloride

HRID 1449949Notes

Reaction equation

HRID 1449949 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([N:11]3[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][N:19]4[C:23](=[O:24])[C:22]5=[CH:25][CH:26]=[CH:27][CH:28]=[C:21]5[C:20]4=[O:29])[CH2:13][CH2:12]3)=[N:7][NH:8]2)=[CH:4][CH:3]=1.[ClH:30].CCOCC>CO>[ClH:30].[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([N:11]3[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][N:19]4[C:23](=[O:24])[C:22]5=[CH:25][CH:26]=[CH:27][CH:28]=[C:21]5[C:20]4=[O:29])[CH2:13][CH2:12]3)=[N:7][NH:8]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 18467209N-[2-[4-(6-fluoro1H-indazol-3-yl)-1-piperazinyl]ethyl]phthalimide

Product 1

HCID 18467322N-[2-[4-(6-Fluoro-1H-indazol-3-yl)-1-piperazinyl]ethyl]phthalimide hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 5.0 g sample of N-[2-[4-(6-fluoro-1H-indazol-3-yl)-1-piperazinyl]ethyl]phthalimide was suspended in methanol (130 ml) and was made acidic with ethereal-HCl. After stirring for 1 hour, anhydrous ether (100 ml) was added and the suspension was stirred for an additional 30 minutes. The solid was collected and dried to afford 4.5 g of an off-white powder. This was combined with an additional sample (7.3 g total) and recrystallization from MeOH gave 4.3 g of the salt as an off-white powder, mp=265°-268° C. ANALYSIS: Calculated for C21H20FN5O2.HCl: 58.62%C 4.92%H 16.29%N Found: 58.60%C 4.83%H 16.19%N

Workup

  1. stirringthe suspension was stirred for an additional 30 minutes
  2. customThe solid was collected
  3. customdried

Sources & evidence

ORD record
ord-ce3e2374dc804e2aa1838e13197e3d5f
Source dataset
uspto-grants-1997_02
Patent number
US05599821

Reaction notes

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