Triethylamine → HCID 14855452, compound

HRID 1722438Notes

Reaction equation

HRID 1722438 reaction equation
[CH:1]12[CH2:9][CH2:8][CH:5]([CH2:6][CH2:7]1)[CH2:4][NH:3][CH2:2]2.C(=O)([O-])[O-].[Na+].[Na+].C(N(CC)CC)C.[ClH:23].[Cl:24][C:25]1[CH:26]=[C:27]([N:31]2[CH2:36][CH2:35][N:34]([CH:37](Cl)[CH2:38][CH3:39])[CH2:33][CH2:32]2)[CH:28]=[CH:29][CH:30]=1>CN(C)C=O>[ClH:24].[ClH:23].[Cl:24][C:25]1[CH:26]=[C:27]([N:31]2[CH2:32][CH2:33][N:34]([CH2:37][CH2:38][CH2:39][N:3]3[CH2:4][CH:5]4[CH2:8][CH2:9][CH:1]([CH2:7][CH2:6]4)[CH2:2]3)[CH2:35][CH2:36]2)[CH:28]=[CH:29][CH:30]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 92403-Azabicyclo[3.2.2]nonaneHCID 10340Sodium CarbonateHCID 23045653HCID 23045653, compound

Product 1

HCID 14855452HCID 14855452, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a stirred solution of 3-azabicyclo[3.2.2]nonane, (4 g, 0.032 mol), sodium carbonate (4 g, 0.045 mol) and triethylamine 3 mL in 50 mL of dimethylformamide is added 4-(3-chlorophenyl)-1-piperazinylpropylchloride hydrochloride (4 g, 0.0115 mol). The reaction mixture is stirred at room temperature overnight, the solvent is removed under vacuum and the remaining solid is extracted in 3×100 mL methylene chloride. The methylene chloride extracts are collected, dried over anhydrous sodium sulfate and evaporated under reduced pressure.

Workup

  1. customthe solvent is removed under vacuum
  2. extractionthe remaining solid is extracted in 3×100 mL methylene chloride
  3. customThe methylene chloride extracts are collected
  4. dry with materialdried over anhydrous sodium sulfate
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-85ee36e1df10403babae409bc042bd46
Source dataset
uspto-grants-1989_08
Patent number
US04855430

Reaction notes

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