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

HRID 343722Notes

Reaction equation

HRID 343722 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-83d4afa37bc242319a9a9e3504dd58a2
Source dataset
uspto-grants-1999_01
Patent number
US05861416

Reaction notes

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