Hydrogen chloride-ethyl acetate → HCID 86615856, compound

HRID 225487Notes

Reaction equation

HRID 225487 reaction equation
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([C:9]2[N:10]=[C:11]([N:18]3[CH2:23][CH2:22][CH:21]([O:24][CH2:25][C:26]([O:28][C:29](C)(C)[CH3:30])=[O:27])[CH2:20][CH2:19]3)[C:12]3[S:17][CH:16]=[CH:15][C:13]=3[N:14]=2)=[C:4]([F:33])[CH:3]=1.Cl.CCOC(C)=O>CCO>[ClH:1].[Cl:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([C:9]2[N:10]=[C:11]([N:18]3[CH2:19][CH2:20][CH:21]([O:24][CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH2:22][CH2:23]3)[C:12]3[S:17][CH:16]=[CH:15][C:13]=3[N:14]=2)=[C:4]([F:33])[CH:3]=1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 86615858HCID 86615858, compound

Product 1

HCID 86615856HCID 86615856, compoundYield 157.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1.07 g of tert-butyl ({1-[2-(4-chloro-2,5-difluorophenyl)thieno[3,2-d]pyrimidine-4-yl]piperidine-4-yl}oxy)acetate, 20 ml of 4M HCl-EtOAc solution and 20 ml of EtOH was stirred for 18 hours at room temperature. The reaction mixture was concentrated under reduced pressure and the obtained residue was recrystallized from EtOH-ether to give 855 mg of ethyl ({1-[2-(4-chloro-2,5-difluorophenyl)thieno[3,2-d]pyrimidine-4-yl]piperidine-4-yl}oxy)acetate hydrochloride.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe obtained residue was recrystallized from EtOH-ether

Sources & evidence

ORD record
ord-b1e0952963ea4deca196084fc52f254d
Source dataset
uspto-grants-2009_07
Patent number
US07557112B2

Reaction notes

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