Triethylamine → HCID 22645184, compound

HRID 881989Notes

Reaction equation

HRID 881989 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:3][CH2:2]1.CCN(CC)CC.[Cl:19][C:20]1[N:25]=[C:24](Cl)[CH:23]=[CH:22][N:21]=1>C(O)C>[Cl:19][C:20]1[N:25]=[C:24]([N:1]2[CH2:6][CH2:5][CH:4]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:3][CH2:2]2)[CH:23]=[CH:22][N:21]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 70770Ethyl 4-piperidinecarboxylateHCID 775312,4-Dichloropyrimidine

Product 1

HCID 22645184HCID 22645184, compoundYield 87.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of ethyl piperidine-4-carboxylate (13.0 g, 82.69 mmol,) in ethanol (130 ml) were added Et3N (17.29 ml, 124 mmol) and 2,4-dichloropyrimidine (13.55 g, 90.96 mmol). After stirring for 8 minutes at 80° C., the solvent was removed under reduced pressure and purified by normal phase chromatography, eluting with Heptane with 50% ethyl acetate to give compound ethyl 1-(2-chloropyrimidin-4-yl)piperidine-4-carboxylate (19.45 g, 76%) as a colourless oil.

Workup

  1. customthe solvent was removed under reduced pressure
  2. custompurified by normal phase chromatography
  3. washeluting with Heptane with 50% ethyl acetate

Sources & evidence

ORD record
ord-b7825b94b4f343cba559c310df60f9ea
Source dataset
uspto-grants-2015_03
Patent number
US08993757B2

Reaction notes

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