Ethylamine → HCID 58376069, compound

HRID 1942553Notes

Reaction equation

HRID 1942553 reaction equation
Cl[C:2]1[C:26]([N+:27]([O-:29])=[O:28])=[CH:25][C:5]([C:6]([N:8]([CH:22]([CH3:24])[CH3:23])[C@@H:9]2[CH2:14][CH2:13][CH2:12][N:11]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:10]2)=[O:7])=[C:4]([C:30]([F:33])([F:32])[F:31])[CH:3]=1.[CH2:34]([NH2:36])[CH3:35]>C(O)C>[CH2:34]([NH:36][C:2]1[C:26]([N+:27]([O-:29])=[O:28])=[CH:25][C:5]([C:6]([N:8]([CH:22]([CH3:24])[CH3:23])[C@@H:9]2[CH2:14][CH2:13][CH2:12][N:11]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:10]2)=[O:7])=[C:4]([C:30]([F:33])([F:32])[F:31])[CH:3]=1)[CH3:35]

Participants

4

Reactant 2

HCID 6341EthylamineHCID 58375851HCID 58375851, compound

Product 1

HCID 58376069HCID 58376069, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of tert-butyl (3R)-3-[[4-chloro-5-nitro-2-(trifluoromethyl)benzoyl](isopropyl)-amino]piperidine-1-carboxylate (930 mg) in ethanol (6 ml) was added ethylamine (2M methanol solution, 10 ml), and the mixture was stirred at 80° C. for 2 hours. The mixture was cooled, and the reaction solution was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (610 mg).

Workup

  1. temperatureThe mixture was cooled
  2. concentrationthe reaction solution was concentrated under reduced pressure
  3. customThe obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate)

Sources & evidence

ORD record
ord-ac13aaccf50945ed9b3d168ca5277ea8
Source dataset
uspto-grants-2013_03
Patent number
US08389511B2

Reaction notes

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