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

HRID 1978544Notes

Reaction equation

HRID 1978544 reaction equation
[ClH:1].C(OC([NH:9][C:10]1[CH:11]=[C:12]([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:13]=[CH:14][CH:15]=1)=O)(C)(C)C>C(O)C>[ClH:1].[ClH:1].[ClH:1].[NH2:9][C:10]1[CH:11]=[C:12]([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:13]=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21993969N-[1-(3-(3-tert-butoxycarbonylaminophenyl)propan-1-yl]piperidin-4-yl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide

Product 1

HCID 21993818n-[1-[3-(3-Aminophenyl)propan-1-yl]piperidin-4-yl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide trihydrochlorideYield 66%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Concentrated hydrochloric aicd (1.5 ml) was added to N-[1-[3-(3-tert-butoxycarbonylaminophenyl)propan-1-yl]piperidin-4-yl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide (392 mg, 0.735 mmol) and the mixture was stirred at room temperature for 1 hour. Ethanol was added to the mixture to give N-[1-[3-(3-aminophenyl)propan-1-yl]piperidin-4-yl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide trihydrochloride as orange crystals (265 mg, 66%), which were collected by filtration and washed with ethanol.

Sources & evidence

ORD record
ord-8cd65b475bab42fe8a9990723470740e
Source dataset
uspto-grants-2001_05
Patent number
US06235731B1

Reaction notes

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