Triethylamine → HCID 23566910, compound

HRID 1622340Notes

Reaction equation

HRID 1622340 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[Cl:8][C:9]1[CH:10]=[N:11][CH:12]=[C:13]([Cl:16])[C:14]=1Cl.C(N(CC)CC)C>CN1C(=O)CCC1>[Cl:16][C:13]1[CH:12]=[N:11][CH:10]=[C:9]([Cl:8])[C:14]=1[N:5]1[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 531671-MethylpiperazineHCID 37865313,4,5-Trichloropyridine

Product 1

HCID 23566910HCID 23566910, compoundYield 66.2%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

General procedure C was followed using N-methylpiperazine (27 mg, 0.27 mmol), 3,4,5-trichloropyridine (50 mg, 0.27 mmol), triethylamine (0.76 μL, 0.54 mmol) and NMP (1.5 mL). The crude product was purified by flash column chromatography on silica gel (hexane/EtOAc, 1:1) to furnish the title compound as a colourless oil (44 mg, 65%), umax (CHCl3)/cm−1 2942, 2849, 2803, 1558, 1449, 1289, 1151; m/z (ESI) C10H14Cl2N3 requires 246.0559, found [M+H]+ 246.0560.

Workup

  1. customThe crude product was purified by flash column chromatography on silica gel (hexane/EtOAc, 1:1)

Sources & evidence

ORD record
ord-f9733a6c45c143c7aeed97a6b54ff3bc
Source dataset
uspto-grants-2014_07
Patent number
US08778925B2

Reaction notes

Loading…