Triethylamine → HCID 45275019, compound

HRID 1622341Notes

Reaction equation

HRID 1622341 reaction equation
[CH2:1]([N:3]1[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1)[CH3:2].[Cl:9][C:10]1[CH:11]=[N:12][CH:13]=[C:14]([Cl:17])[C:15]=1Cl.C(N(CC)CC)C>CN1C(=O)CCC1>[Cl:17][C:14]1[CH:13]=[N:12][CH:11]=[C:10]([Cl:9])[C:15]=1[N:6]1[CH2:7][CH2:8][N:3]([CH2:1][CH3:2])[CH2:4][CH2:5]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 791961-EthylpiperazineHCID 37865313,4,5-Trichloropyridine

Product 1

HCID 45275019HCID 45275019, compoundYield 66.9%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

General procedure C was followed using N-ethylpiperazine (31 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 (47 mg, 66%), umax (CHCl3)/cm−1 2975, 2820, 1559, 1448, 1245, 1151, 957; m/z (ESI) C11H16Cl2N3 requires 260.0716, found [M+H]+ 260.0719.

Workup

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

Sources & evidence

ORD record
ord-e3033160659f40c2b7a2725054029b7d
Source dataset
uspto-grants-2014_07
Patent number
US08778925B2

Reaction notes

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