Triethylamine → HCID 18697971, compound

HRID 2289530Notes

Reaction equation

HRID 2289530 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.[NH:9]1[CH2:19][CH2:18][CH:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:11][CH2:10]1.C(N(CC)CC)C>C(O)C>[Cl:8][C:6]1[N:5]=[CH:4][N:3]=[C:2]([N:9]2[CH2:19][CH2:18][CH:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:11][CH2:10]2)[CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 70770Ethyl 4-piperidinecarboxylateHCID 709434,6-Dichloropyrimidine

Product 1

HCID 18697971HCID 18697971, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 4,6-dichloropyrimidine (5.22 g), ethyl isonipecotate (5.50 g) and triethylamine (7 ml) in ethanol (60 ml) was stirred at room temperature for 2 hours, and solvent removed in vacuo. The crude mixture partitioned between ethyl acetate (100 ml) and water (50 ml), washed with brine, dried (MgSO4) and solvent removed to give 1-(6-chloropyrimidin-4-yl)-4-(ethoxycarbonyl)piperidine.

Workup

  1. customsolvent removed in vacuo
  2. customThe crude mixture partitioned between ethyl acetate (100 ml) and water (50 ml)
  3. washwashed with brine
  4. dry with materialdried (MgSO4) and solvent
  5. customremoved

Sources & evidence

ORD record
ord-bd469e6bd82545cdbdeceb559027cfc4
Source dataset
uspto-grants-2000_07
Patent number
US06093718

Reaction notes

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