Hydrochloric Acid → N-[1-[3-(4-aminophenyl)propan-1-yl]piperidin-4-yl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide trihydrochloride

HRID 1978542Notes

Reaction equation

HRID 1978542 reaction equation
[ClH:1].C(OC([NH:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][CH2:18][N:19]2[CH2:24][CH2:23][CH:22]([NH:25][C:26]([C:28]3[S:38][C:37]4[N:39]5[C:30](=[CH:31][N:32]=[C:33]5[CH:34]=[CH:35][CH:36]=4)[CH:29]=3)=[O:27])[CH2:21][CH2:20]2)=[CH:12][CH:11]=1)=O)(C)(C)C>C(O)C>[ClH:1].[ClH:1].[ClH:1].[NH2:9][C:10]1[CH:11]=[CH:12][C:13]([CH2:16][CH2:17][CH2:18][N:19]2[CH2:20][CH2:21][CH:22]([NH:25][C:26]([C:28]3[S:38][C:37]4[N:39]5[C:30](=[CH:31][N:32]=[C:33]5[CH:34]=[CH:35][CH:36]=4)[CH:29]=3)=[O:27])[CH2:23][CH2:24]2)=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21994165N-[1-[3-(4-tert-butoxycarbonylaminophenyl)propan-1-yl]piperidin-4-yl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide

Product 1

HCID 21993905N-[1-[3-(4-aminophenyl)propan-1-yl]piperidin-4-yl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide trihydrochlorideYield 71%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Concentrated hydrochloric acid (1.5 ml) was added to N-[1-[3-(4-tert-butoxycarbonylaminophenyl)propan-1-yl]piperidin-4-yl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide (350 mg, 0.656 mmol) and the mixture was stirred at room temperature for 2 hours. Ethanol was added to the mixture to give N-[1-[3-(4-aminophenyl)propan-1-yl]piperidin-4-yl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide trihydrochloride as orange crystals (251 mg, 71%), which were collected by filtration and washed with ethanol.

Sources & evidence

ORD record
ord-19e87ca0cd0a4dc0b6b408fa70a1b3b0
Source dataset
uspto-grants-2001_05
Patent number
US06235731B1

Reaction notes

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