Triethylamine → HCID 71525684, compound

HRID 1466116Notes

Reaction equation

HRID 1466116 reaction equation
Cl.[N+:2]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][NH:16][CH2:15][C:14]2=[O:19])=[CH:7][CH:6]=1)([O-:4])=[O:3].Br[CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][C:26]([N+:29]([O-:31])=[O:30])=[CH:25][CH:24]=1.C(N(CC)CC)C>>[N+:2]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][N:16]([CH2:21][CH2:22][C:23]3[CH:24]=[CH:25][C:26]([N+:29]([O-:31])=[O:30])=[CH:27][CH:28]=3)[CH2:15][C:14]2=[O:19])=[CH:7][CH:6]=1)([O-:4])=[O:3]

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 792664-Nitrophenethyl bromideHCID 89525096HCID 89525096, compound

Product 1

HCID 71525684HCID 71525684, compound

Procedure

A mixture of 1-[2-(4-nitrophenyl)ethyl]piperazin-2-one hydrochloride (40 mg, 0.14 mmol) and 1-(2-bromoethyl)-4-nitrobenzene (39 mg, 0.17 mmol) was heated to 60° C. with triethylamine (0.078 mL, 0.56 mmol) for 16 hours. LC showed complete reaction at that point. The desired product was purified by reverse phase HPLC (AcCN-Water with 0.1% TFA). LC-MS (IE, m/z): 399 [M+1]+.

Workup

  1. customreaction at that point
  2. customThe desired product was purified by reverse phase HPLC (AcCN-Water with 0.1% TFA)

Sources & evidence

ORD record
ord-3d436e449d9e47a7931dd4a736cefe43
Source dataset
uspto-grants-2015_04
Patent number
US08999990B2

Reaction notes

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