Sodium Hydroxide → HCID 178426342, compound

HRID 1831076Notes

Reaction equation

HRID 1831076 reaction equation
C[O:2][C:3]1[N:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][C:12]([CH3:16])([CH3:15])[CH2:11][CH2:10]2)=[CH:5][CH:4]=1.Cl.N1C=CC=CC=1.[OH-].[Na+]>O>[CH3:15][C:12]1([CH3:16])[CH2:11][CH2:10][N:9]([C:6]2[CH:7]=[N:8][C:3]([OH:2])=[CH:4][CH:5]=2)[CH2:14][CH2:13]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 10176127Pyridinium chlorideHCID 220479396'-methoxy-4,4-dimethyl-3,4,5,6-tetrahydro-2H-[1,3']bipyridinyl

Product 1

HCID 178426342HCID 178426342, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
200 °C

Procedure

A mixture of 6′-methoxy-4,4-dimethyl-3,4,5,6-tetrahydro-2H-[1,3′]bipyridinyl (1.28 g, 5.81 mmol) and pyridine hydrochloride (5.00 g, 43.3 mmol) was heated in a kugelrohr oven at 200° C. for 15 minutes. After cooling to room temperature water was added and the solution was made slightly basic with aqueous 1N sodium hydroxide. The solution was extracted three times with dichloromethane and the combined organic layers were dried over sodium sulphate, filtered and evaporated in vacuo, yielding the title compound (0.86 g, 72% yield).

Workup

  1. additionwas added
  2. extractionThe solution was extracted three times with dichloromethane
  3. dry with materialthe combined organic layers were dried over sodium sulphate
  4. filtrationfiltered
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-a4d557f1250f41c39ebc06664f4ddd40
Source dataset
uspto-grants-2006_06
Patent number
US07067517B2

Reaction notes

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