4-Piperidinecarboxamide → HCID 45275464, compound

HRID 1622370Notes

Reaction equation

HRID 1622370 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:9])[C:7]=1Cl.[NH:10]1[CH2:18][CH2:17][CH:13]([C:14]([NH2:16])=O)[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[CH2:18][CH2:17][CH:13]([C:14]#[N:16])[CH2:12][CH2:11]1

Participants

5

Reactant 3

HCID 37724-PiperidinecarboxamideHCID 8471TriethylamineHCID 37865313,4,5-Trichloropyridine

Product 1

HCID 45275464HCID 45275464, compoundYield 33%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

General procedure C was followed using 3,4,5-trichloropyridine (0.50 g, 2.7 mmol), isonipecotamide (0.30 mg, 2.7 mmol), NMP (15 mL) and triethylamine (0.76 mL, 5.5 mmol). The crude product was purified by flash column chromatography on silica gel (CH2Cl2, MeOH, 99:1) to furnish the title compound as a white solid (228 mg, 33%), m/z (ESI) C11H12Cl2N3 requires 256.0403 found [M+H]+ 256.0409.

Workup

  1. customThe crude product was purified by flash column chromatography on silica gel (CH2Cl2, MeOH, 99:1)

Sources & evidence

ORD record
ord-db6420f8ad7446f3a919b8f639ef313f
Source dataset
uspto-grants-2014_07
Patent number
US08778925B2

Reaction notes

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