2-Bromoethyl methyl ether → HCID 58995053, compound

HRID 1054279Notes

Reaction equation

HRID 1054279 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2([CH2:16][NH2:17])[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].Br[CH2:19][CH2:20][O:21][CH3:22]>C1COCC1.CCOC(C)=O>[CH3:22][O:21][CH2:20][CH2:19][NH:17][CH2:16][C:10]1([C:7]2[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1

Participants

5

Reactant 2

HCID 809722-Bromoethyl methyl etherHCID 16641709HCID 16641709, compound

Product 1

HCID 58995053HCID 58995053, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of C-[4-(4-nitro-phenyl)-tetrahydro-pyran-4-yl]-methylamine (as prepared in Example 73, step (b)) in THF is treated with 1-bromo-2-methoxy-ethane and TEA. The mixture is diluted with EtOAc and washed with water. The organic layer is dried (MgSO4) and concentrated in vacuo. The residue is purified by silica gel chromatography with the appropriate solvent to afford the title compound.

Workup

  1. washwashed with water
  2. dry with materialThe organic layer is dried (MgSO4)
  3. concentrationconcentrated in vacuo
  4. customThe residue is purified by silica gel chromatography with the appropriate solvent

Sources & evidence

ORD record
ord-72db68b28dac487793aa00ab8a82ea84
Source dataset
uspto-grants-2016_07
Patent number
US09394289B2

Reaction notes

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