Potassium Carbonate → HCID 20461182, compound

HRID 543902Notes

Reaction equation

HRID 543902 reaction equation
[CH3:1][C:2]1[CH2:7][CH2:6][N:5]([CH:8]([CH:12]([CH3:14])[CH3:13])[C:9]([OH:11])=[O:10])[CH2:4][CH:3]=1.[O:15]([C:22]1[N:27]=[C:26]([CH2:28]Br)[CH:25]=[CH:24][CH:23]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.CCOCC>[CH3:1][C:2]1[CH2:7][CH2:6][N:5]([CH:8]([CH:12]([CH3:14])[CH3:13])[C:9]([O:11][CH2:28][C:26]2[CH:25]=[CH:24][CH:23]=[C:22]([O:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[N:27]=2)=[O:10])[CH2:4][CH:3]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 129263872-(Bromomethyl)-6-phenoxypyridineHCID 20461196HCID 20461196, compound

Product 1

HCID 20461182HCID 20461182, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6228DimethylformamideSolvent

Procedure

The resulting 2-(4-methyl-1,2,5,6-tetrahydro-1-pyridyl)-3-methylbutanoic acid (7.0 mmol) is combined with (6-phenoxy-2-pyridyl)methyl bromide (7.0 mmol) and potassium carbonate (14.0 mmol) in 15 ml dimethylformamide, and the mixture is stirred at RT, under nitrogen, for 20 hours. The solution is brought up in ether, washed with water (3X) and brine, and dried over sodium sulfate to give (6-phenoxy-2-pyridyl)methyl 2-(4-methyl-1,2,5,6-tetrahydro-1-pyridyl)-3-methylbutanoate.

Workup

  1. washwashed with water (3X) and brine
  2. dry with materialdried over sodium sulfate

Sources & evidence

ORD record
ord-e96bc361ac2246a1a72704b0d3963319
Source dataset
uspto-grants-1984_05
Patent number
US04447613

Reaction notes

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