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

HRID 265985Notes

Reaction equation

HRID 265985 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-371db4c0f9854d6d9ae62d09e892245e
Source dataset
uspto-grants-1997_07
Patent number
US05648366

Reaction notes

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