Hydrochloric Acid → HCID 53308759, compound

HRID 1023376Notes

Reaction equation

HRID 1023376 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4](/[CH:25]=[CH:26]/[C:27]([N:29]2[CH2:34][CH2:33][N:32]([CH2:35][C:36]3[CH:41]=[CH:40][C:39]([CH2:42][CH2:43][O:44][C:45]4[CH:50]=[CH:49][C:48]([Cl:51])=[CH:47][CH:46]=4)=[CH:38][CH:37]=3)[CH2:31][CH2:30]2)=[O:28])[CH:5]=[C:6]([CH3:24])[C:7]=1[O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=2)=[CH:11][N:10]=1.Cl>CCO>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4](/[CH:25]=[CH:26]/[C:27]([N:29]2[CH2:34][CH2:33][N:32]([CH2:35][C:36]3[CH:41]=[CH:40][C:39]([CH2:42][CH2:43][O:44][C:45]4[CH:46]=[CH:47][C:48]([Cl:51])=[CH:49][CH:50]=4)=[CH:38][CH:37]=3)[CH2:31][CH2:30]2)=[O:28])[CH:5]=[C:6]([CH3:24])[C:7]=1[O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=2)=[CH:11][N:10]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53308760HCID 53308760, compound

Product 1

HCID 53308759HCID 53308759, compoundYield 170.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of (E)-3-[3-chloro-5-methyl-4-({5-[(4-methylbenzyl)oxy]pyridin-2-yl}oxy)phenyl]-1-(4-{4-[2-(4-chlorophenoxy)ethyl]benzyl}piperazin-1-yl)prop-2-en-1-one (3.410 g) in EtOH (50 mL) was added 6 M HCl (0.86 mL) at 50° C. The mixture was stirred at room temperature for 16 hours. The resulting precipitate was collected, and crystallized from EtOH (300 mL) and water (100 mL) to give (E)-3-[3-chloro-5-methyl-4-({5-[(4-methylbenzyl)oxy]pyridin-2-yl}oxy)phenyl]-1-(4-{4-[2-(4-chlorophenoxy)ethyl]benzyl}piperazin-1-yl)prop-2-en-1-one hydrochloride (3.060 g) as a colorless powder.

Workup

  1. customThe resulting precipitate was collected
  2. customcrystallized from EtOH (300 mL) and water (100 mL)

Sources & evidence

ORD record
ord-9eae2cc4982b4f30995f007e39d1d8ae
Source dataset
uspto-grants-2014_05
Patent number
US08722663B2

Reaction notes

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