1-Chloro-2-(diethylamine)ethane hydrochloride → HCID 53820953, compound

HRID 2258783Notes

Reaction equation

HRID 2258783 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([CH2:27][CH2:28][N:29]3[CH2:34][CH2:33][C:32]([C:38]4[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=4)([C:35]([NH2:37])=[O:36])[CH2:31][CH2:30]3)[CH2:13][CH2:12][N:11]([C:14](=[O:26])[C:15]3[CH:20]=[C:19]([O:21][CH3:22])[C:18](O)=[C:17]([O:24][CH3:25])[CH:16]=3)[CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].[H-].[Na+].Cl.[CH2:47]([N:49]([CH2:52][CH2:53]Cl)[CH2:50][CH3:51])[CH3:48]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([CH2:27][CH2:28][N:29]3[CH2:34][CH2:33][C:32]([C:38]4[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=4)([C:35]([NH2:37])=[O:36])[CH2:31][CH2:30]3)[CH2:13][CH2:12][N:11]([C:14](=[O:26])[C:15]3[CH:20]=[C:19]([O:21][CH3:22])[C:18]([CH2:48][CH2:47][N:49]([CH2:52][CH3:53])[CH2:50][CH3:51])=[C:17]([O:24][CH3:25])[CH:16]=3)[CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

5

Reactant 3

HCID 133631-Chloro-2-(diethylamine)ethane hydrochlorideHCID 24758Sodium hydrideHCID 54402035HCID 54402035, compound

Product 1

HCID 53820953HCID 53820953, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Combine 1-[2-[3-(3,4-dichloro-phenyl)-1-(3,5-dimethoxy-4-hydroxy-benzoyl)-pyrrolidin-3-yl]-ethyl]-4-phenyl-piperidine-4-carboxylic acid amide (1 mmol) and sodium hydride (2 mmol) in tetrahydrofuran (10 mL). Add diethylaminoethylchloride hydrochloride (1 mmol). After 24 hours, partition the the reaction mixture between water and ethyl acetate. Separate the organic layer, dry over MgSO4, filter, and evaporate in vacuo to give the title compound.

Workup

  1. custompartition the the reaction mixture between water and ethyl acetate
  2. customSeparate the organic layer
  3. dry with materialdry over MgSO4
  4. filtrationfilter
  5. customevaporate in vacuo

Sources & evidence

ORD record
ord-72771e587fce48c4aaabaf8b9b292e43
Source dataset
uspto-grants-1997_08
Patent number
US05661160

Reaction notes

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