Hydrochloric Acid → N-phenyl-2-((pyridin-3-yloxy)methyl)piperazine-1-carboxamide dihydrochloride

HRID 549683Notes

Reaction equation

HRID 549683 reaction equation
[ClH:1].O1CCOCC1.[C:8]1([NH:14][C:15]([N:17]2[CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19][CH:18]2[CH2:30][O:31][C:32]2[CH:33]=[N:34][CH:35]=[CH:36][CH:37]=2)=[O:16])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>>[ClH:1].[ClH:1].[C:8]1([NH:14][C:15]([N:17]2[CH2:22][CH2:21][NH:20][CH2:19][CH:18]2[CH2:30][O:31][C:32]2[CH:33]=[N:34][CH:35]=[CH:36][CH:37]=2)=[O:16])[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 44138754Tert-butyl 4-(phenylcarbamoyl)-3-((pyridin-3-yloxy)methyl)piperazine-1-carboxylate

Product 1

HCID 66796869N-phenyl-2-((pyridin-3-yloxy)methyl)piperazine-1-carboxamide dihydrochlorideYield 98%

Procedure

4 M HCl in 1,4-dioxane (6 mL, 24 mmol) was added to tert-butyl 4-(phenylcarbamoyl)-3-((pyridin-3-yloxy)methyl)piperazine-1-carboxylate (114.5 mg, 0.278 mmol). After 12 h, the reaction mixture was concentrated under reduced pressure, yielding 105.2 mg (98%) of the desired product as a white solid. LC-MS: RT=5.284 min, [M+H]+=313.1

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-e63004e3685d42058df1190e860af093
Source dataset
uspto-grants-2011_05
Patent number
US07943622B2

Reaction notes

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