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

HRID 1618120Notes

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]

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 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

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
Patent number
US08765972B2

Reaction notes

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