Triethylamine → HCID 45275676, compound

HRID 1622379Notes

Reaction equation

HRID 1622379 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:9])[C:7]=1Cl.[NH:10]1[CH2:15][CH2:14][CH:13]([CH2:16][OH:17])[CH2:12][CH2:11]1.C(N(CC)CC)C>CN1C(=O)CCC1>[Cl:9][C:6]1[CH:5]=[N:4][CH:3]=[C:2]([Cl:1])[C:7]=1[N:10]1[CH2:15][CH2:14][CH:13]([CH2:16][OH:17])[CH2:12][CH2:11]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 4207714-PiperidinemethanolHCID 37865313,4,5-Trichloropyridine

Product 1

HCID 45275676HCID 45275676, compoundYield 72.3%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

General procedure C was followed using 3,4,5-trichloropyridine (50 mg, 0.27 mmol), piperidin-4-ylmethanol (35 mg, 0.30 mmol), triethylamine (76 μL, 0.54 mmol) and NMP (1.5 mL). The crude product was purified by flash column chromatography on silica gel (hexane, EtOAc, 85:15) to furnish the title compound as white solid (51 mg, 71%), LC-MS (ESI, 3.5 min) Rt 2.49 min, m/z 261 (100%, [M+H]+); m/z (ESI) C11H15Cl2N2O requires 261.0556 found [M+H]+ 261.0558; HPLC Rt 6.68 min, 100%.

Workup

  1. customThe crude product was purified by flash column chromatography on silica gel (hexane, EtOAc, 85:15)

Sources & evidence

ORD record
ord-c6c5eaad05da4fbd8ce34e13e554186e
Source dataset
uspto-grants-2014_07
Patent number
US08778925B2

Reaction notes

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