Morpholine → HCID 59555414, compound

HRID 1668507Notes

Reaction equation

HRID 1668507 reaction equation
Br[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][Br:10])[N:4]=1.[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1>C(O)C>[Br:10][CH2:9][C:5]1[N:4]=[C:3]([CH2:2][N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)[CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 6036102,6-Bis(bromomethyl)pyridine

Product 1

HCID 59555414HCID 59555414, compoundYield 33.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2,6-Bis(bromomethyl)pyridine (265 mg) was suspended in 2 mL of ethanol, thereto 87 mg of morpholine was added at ice temperature, and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure, and the residue was purified by chromatography on silica gel (methylene chloride-ethanol-triethylamine=400:20:1 (v/v, the same hereinafter)) to give 90 mg of 4-(6-bromomethylpyridin-2-ylmethyl)morpholine as a white powder.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by chromatography on silica gel (methylene chloride-ethanol-triethylamine=400:20:1 (v/v

Sources & evidence

ORD record
ord-1b1dfae962cf437f907b613cc42736ae
Source dataset
uspto-grants-2011_08
Patent number
US07989446B2

Reaction notes

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