Triethylamine → HCID 45275017, compound

HRID 1622338Notes

Reaction equation

HRID 1622338 reaction equation
[C:1]([N:9]1[CH2:14][CH2:13][N:12]([C:15]([O-])=O)[CH2:11][CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:18][C:19]1[CH:20]=[N:21][CH:22]=[C:23]([Cl:26])C=1Cl.C(N(CC)CC)C>CN1C(=O)CCC1>[Cl:18][C:19]1[CH:20]=[N:21][CH:22]=[C:23]([Cl:26])[C:15]=1[N:12]1[CH2:13][CH2:14][N:9]([C:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[O:8])[CH2:10][CH2:11]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 37865313,4,5-TrichloropyridineHCID 86656266HCID 86656266, compound

Product 1

HCID 45275017HCID 45275017, compoundYield 23%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

General procedure C was followed using 4-benzoylpiperazine 10 (47 mg, 0.25 mmol), 3,4,5-trichloropyridine (72 mg, 0.39 mmol), triethylamine (0.11 mL, 0.78 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 white solid (19 mg, 23%), m.p. 132-134° C.; umax (CHCl3)/cm−1 3005, 1627, 1435, 1286, 1153, 1010; m/z (ESI) C16H16Cl2N3O requires 336.0665, found [M+H]+ 336.0661.

Workup

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

Sources & evidence

ORD record
ord-d6f93dc76ef54d7c91f88ad69f944564
Source dataset
uspto-grants-2014_07
Patent number
US08778925B2

Reaction notes

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