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Hydrochloric Acid → 2-(3-amino-propylamino)-N-(6-oxo-5,6-dihydro-phenanthridin-2-yl)-acetamide bis-hydrochloride

HRID 1618120
Notes
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Reaction equation

HRID 1618120 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][CH2:10][NH:11][CH2:12][C:13](=[O:30])[NH:14][C:15]1[CH:28]=[CH:27][C:26]2[NH:25][C:24](=[O:29])[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:17]=2[CH:16]=1)(C)(C)C.[ClH:32]>ClCCl.O1CCOCC1>[ClH:32].[ClH:32].[NH2:7][CH2:8][CH2:9][CH2:10][NH:11][CH2:12][C:13]([NH:14][C:15]1[CH:28]=[CH:27][C:26]2[NH:25][C:24](=[O:29])[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:17]=2[CH:16]=1)=[O:30]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 66819479(3-{[(6-Oxo-5,6-dihydro-phenanthridin-2-ylcarbamoyl)-methyl]-amino}-propyl)-carbamic acid tert-butyl ester

Product 1

HCID 671939182-(3-amino-propylamino)-N-(6-oxo-5,6-dihydro-phenanthridin-2-yl)-acetamide bis-hydrochlorideYield 97%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolvent
HCID 31275
1,4-Dioxane
Solvent

Procedure

(3-{[(6-oxo-5,6-dihydro-phenanthridin-2-ylcarbamoyl)-methyl]-amino}-propyl)-carbamic acid tert-butyl ester (32 mg, 0.075 mmol) was dissolved in dichloromethane (1 mL) and 4N hydrochloric acid in dioxane (1 mL) was added. The reaction mixture was stirred at room temperature overnight and then evaporated, affording 32 mg (97% yield) of 2-(3-amino-propylamino)-N-(6-oxo-5,6-dihydro-phenanthridin-2-yl)-acetamide bis-hydrochloride.

Workup

  1. customevaporated

Sources & evidence

ORD record
ord-7d95c8ddc6ec4467a3a28516dc42d7b8
Source dataset
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08765972B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes