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

HRID 333225Notes

Reaction equation

HRID 333225 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].[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 668196372-(3-Amino-propylamino)-N-(6-oxo-5,6-dihydro-phenanthridin-2-yl)-acetamide 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 the title compound.

Workup

  1. customevaporated

Sources & evidence

ORD record
ord-deb2569735a148ec8ba6545c7ee9ca2e
Source dataset
uspto-grants-2014_11
Patent number
US08877944B2

Reaction notes

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