Ethyl Acetate → HCID 68924696, compound

HRID 385656Notes

Reaction equation

HRID 385656 reaction equation
[O:1]1[C:10]2[CH:9]=[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]([C:31]#[N:32])[CH:29]=5)[CH:24]=[CH:23][C:22]4=[O:33])[CH2:15][CH2:14]3)[N:7]=[CH:6][C:5]=2[O:4][CH2:3][CH2:2]1.[ClH:34].C(OCC)(=O)C.C(OCC)(=O)C>C(O)(=O)C>[ClH:34].[O:1]1[C:10]2[CH:9]=[C:8]([CH2:11][NH:12][CH:13]3[CH2:14][CH2:15][N:16]([CH2:19][CH2:20][N:21]4[C:30]5[C:25](=[N:26][CH:27]=[C:28]([C:31]#[N:32])[CH:29]=5)[CH:24]=[CH:23][C:22]4=[O:33])[CH2:17][CH2:18]3)[N:7]=[CH:6][C:5]=2[O:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 21866389Hydrogen chloride-ethyl acetateHCID 25032169HCID 25032169, compound

Product 1

HCID 68924696HCID 68924696, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 36 mg of 1-(2-(4-((2,3-dihydro (1,4)dioxino(2,3-c)pyridin-7-ylmethyl)amino)piperidin-1-yl)ethyl)-7-cyano-1,5-naphthyridin-2(1H)-one in 5 mL of acetic acid, 0.5 mL of a 4 mol/L hydrogen chloride/ethyl acetate and 5 mL of ethyl acetate were added, and the mixture was stirred at room temperature for 10 minutes. The solvent was distilled off under reduced pressure to obtain 44 mg of 1-(2-(4-((2,3-dihydro(1,4)dioxino(2,3-c)pyridin-7-ylmethyl)amino)piperidin-1-yl)ethyl)-7-cyano-1,5-naphthyridin-2(1H)-one hydrochloride as a white solid.

Workup

  1. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-cc9d3cfc921940a89c4fcd1f8d440ff5
Source dataset
uspto-grants-2013_02
Patent number
US08367831B2

Reaction notes

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