Ethyl 4-piperidinecarboxylate → HCID 67974345, compound

HRID 2201467Notes

Reaction equation

HRID 2201467 reaction equation
Cl[C:2]1[C:11]([C:12]([F:15])([F:14])[F:13])=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:16][CH3:17])[CH:8]=2)[N:3]=1.[NH:18]1[CH2:23][CH2:22][CH:21]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:20][CH2:19]1>CC#N>[CH3:17][O:16][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([N:18]1[CH2:23][CH2:22][CH:21]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:20][CH2:19]1)[C:11]([C:12]([F:15])([F:14])[F:13])=[N:10]2

Participants

4

Reactant 2

HCID 70770Ethyl 4-piperidinecarboxylateHCID 53212388HCID 53212388, compound2×

Product 1

HCID 67974345HCID 67974345, compoundYield 88.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
150 °C

Procedure

2-chloro-6-methoxy-3-(trifluoromethyl)quinoxaline (Intermediate 11, 240 mg) was suspended in MeCN (1.5 mL) with ethyl piperidine-4-carboxylate (173 mg) and TEA (205 mg) in a sealed microwave tube and heated at 150° C. with microwave for three hours. The resultant mixture was purified by silica gel column chromatography to afford 310 mg of ethyl 1-(6-methoxy-3-(trifluoromethyl)quinoxalin-2-yl)piperidine-4-carboxylate.

Workup

  1. customThe resultant mixture was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-78610fe61bb3417ab2f6444903993b6f
Source dataset
uspto-grants-2016_06
Patent number
US09364481B2

Reaction notes

Loading…