Triethylamine → HCID 68540106, compound

HRID 1993662Notes

Reaction equation

HRID 1993662 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[CH3:11][C:12]1[C:13]([O:21][CH:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)=[N:14][CH:15]=[C:16]([N+:18]([O-:20])=[O:19])[CH:17]=1.C(N(CC)CC)C>ClCCl>[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([N:25]1[CH2:24][CH2:23][CH:22]([O:21][C:13]2[C:12]([CH3:11])=[CH:17][C:16]([N+:18]([O-:20])=[O:19])=[CH:15][N:14]=2)[CH2:27][CH2:26]1)=[O:5]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 98082-Fluorobenzoyl chlorideHCID 62475390HCID 62475390, compound

Product 1

HCID 68540106HCID 68540106, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Add 2-fluoro-benzoyl chloride (1.74 g, 11.0 mmol) dropwise to a solution of 3-methyl-5-nitro-2-(piperidin-4-yloxy)-pyridine in dichloromethane (50 mL) and triethylamine (1.21 g, 12 mmol) and stir under N2 at room temperature for 2 hours. Wash the reaction mixture with distilled water (3×20 mL) followed by saturated aq. sodium chloride solution (1×20 mL). Dry the organic phase over sodium sulfate and concentrate to give (2-fluoro-phenyl)-[4-(3-methyl-5-nitro-pyridin-2-yloxy)-piperidin-1-yl]-methanone as a yellow solid.

Workup

  1. washWash the reaction mixture with distilled water (3×20 mL)
  2. dry with materialDry the organic phase over sodium sulfate
  3. concentrationconcentrate

Sources & evidence

ORD record
ord-f75bf5c1143e413c96c6545df26aa802
Source dataset
uspto-grants-2010_01
Patent number
US07652015B2

Reaction notes

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