Triethylamine → HCID 56948962, compound

HRID 333929Notes

Reaction equation

HRID 333929 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]=[CH:9][CH:8]=2)[CH2:3][CH2:2]1.C(N(CC)CC)C.[CH3:24][CH:25]([CH3:31])/[CH:26]=[CH:27]/[C:28](Cl)=[O:29]>ClCCl>[CH3:24][CH:25]([CH3:31])/[CH:26]=[CH:27]/[C:28]([N:1]1[CH2:2][CH2:3][CH:4]([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]=[CH:9][CH:8]=2)[CH2:5][CH2:6]1)=[O:29]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10986269(E)-4-methylpent-2-enoyl ChlorideHCID 587708514-(Piperidin-4-yl)quinoline

Product 1

HCID 56948962HCID 56948962, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

4-(4-Piperidyl)quinoline (0.1 mmol, 21 mg) was dissolved in dichloromethane (1 ml). Triethylamine (1 ml of a 0.12M solution in dichloromethane) was added, the solution was shaken for 30 seconds and (E)-4-methylpent-2-enoyl chloride was added (1 ml of a 0.12 M solution in dichloromethane. The mixture was shaken for one hour at room temperature and evaporated to dryness under reduced pressure. The residue was purified by preparative HPLC. 5.1 mg were obtained (0.017 mmol, 17%).

Workup

  1. stirringThe mixture was shaken for one hour at room temperature
  2. customevaporated to dryness under reduced pressure
  3. customThe residue was purified by preparative HPLC
  4. custom5.1 mg were obtained (0.017 mmol, 17%)

Sources & evidence

ORD record
ord-9e5b2cb9e7024cf5a925ac2536913329
Source dataset
uspto-grants-2014_11
Patent number
US08883791B2

Reaction notes

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