Hydrogen chloride-ethyl acetate → HCID 66703606, compound

HRID 426007Notes

Reaction equation

HRID 426007 reaction equation
Cl.C(OCC)(=O)C.[Cl:8][C:9]1[CH:10]=[CH:11][C:12]([C:30]([NH:32][C:33]2[CH:42]=[C:41]3[C:36]([CH2:37][CH2:38][C:39](=[O:44])[N:40]3[CH3:43])=[CH:35][CH:34]=2)=[O:31])=[C:13]([NH:15][CH2:16][CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][N:18]2C(OC(C)(C)C)=O)[CH:14]=1>C(O)C>[ClH:8].[Cl:8][C:9]1[CH:10]=[CH:11][C:12]([C:30]([NH:32][C:33]2[CH:42]=[C:41]3[C:36]([CH2:37][CH2:38][C:39](=[O:44])[N:40]3[CH3:43])=[CH:35][CH:34]=2)=[O:31])=[C:13]([NH:15][CH2:16][CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][NH:18]2)[CH:14]=1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 66703776HCID 66703776, compound

Product 1

HCID 66703606HCID 66703606, compoundYield 198%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4 M hydrogen chloride/ethyl acetate solution (5 mL) was added to an ethanol (5 mL) solution of tert-butyl 2-{[(5-chloro-2-{[(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)amino]carbonyl}phenyl)amino]methyl}piperidin-1-carboxylate (540 mg), followed by stirring at room temperature for 2 hours. By collecting the resulting precipitate by filtration, 4-chloro-N-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)-2-[(piperidin-2-ylmethyl)amino]benzamide hydrochloride (470 mg) was obtained as a solid.

Workup

  1. customBy collecting the resulting precipitate
  2. filtrationby filtration

Sources & evidence

ORD record
ord-5a24387b56c04d5fbeceabd25d4d5ab4
Source dataset
uspto-grants-2012_01
Patent number
US08106190B2

Reaction notes

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