Hydrogen chloride-ethyl acetate → 1-(2-(4-((2,3-dihydro(1,4)dioxino(2,3-b)pyridin-7-ylmethyl)amino)piperidin-1-yl)ethyl)-7-fluoro-1,5-naphthyridin-2(1H)-one hydrochloride

HRID 385687Notes

Reaction equation

HRID 385687 reaction equation
[O:1]1[C:10]2[C:5](=[N:6][CH:7]=[C:8]([CH2:11][NH:12][CH:13]3[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][N:21]4[C:30]5[C:25](=[N:26][CH:27]=[C:28]([F:31])[CH:29]=5)[CH:24]=[CH:23][C:22]4=[O:32])[CH2:15][CH2:14]3)[CH:9]=2)[O:4][CH2:3][CH2:2]1.[ClH:33].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:33].[O:1]1[C:10]2[C:5](=[N:6][CH:7]=[C:8]([CH2:11][NH:12][CH:13]3[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][N:21]4[C:30]5[C:25](=[N:26][CH:27]=[C:28]([F:31])[CH:29]=5)[CH:24]=[CH:23][C:22]4=[O:32])[CH2:15][CH2:14]3)[CH:9]=2)[O:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 57815324HCID 57815324, compound

Product 1

HCID 689318201-(2-(4-((2,3-dihydro(1,4)dioxino(2,3-b)pyridin-7-ylmethyl)amino)piperidin-1-yl)ethyl)-7-fluoro-1,5-naphthyridin-2(1H)-one hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 185 mg of 1-(2-(4-((2,3-dihydro(1,4)dioxino(2,3-b)pyridin-7-ylmethyl)amino)piperidin-1-yl)ethyl)-7-fluoro-1,5-naphthyridin-2(1H)-one in 4 mL of ethyl acetate, 2 mL of 4 mol/L hydrogen chloride/ethyl acetate was added, and the mixture was stirred at room temperature for 1 hour. The solid was filtered off to obtain 244 mg of 1-(2-(4-((2,3-dihydro(1,4)dioxino(2,3-b)pyridin-7-ylmethyl)amino)piperidin-1-yl)ethyl)-7-fluoro-1,5-naphthyridin-2(1H)-one hydrochloride as a white solid.

Workup

  1. filtrationThe solid was filtered off

Sources & evidence

ORD record
ord-405fe228bf2d4f3e8514a969ebd2eef7
Source dataset
uspto-grants-2013_02
Patent number
US08367831B2

Reaction notes

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