Water → HCID 135816654, compound

HRID 1493174Notes

Reaction equation

HRID 1493174 reaction equation
[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[N:14]=[C:13]3[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:12]3=[C:11]([C:21]3[CH:26]=[CH:25][C:24]([O:27]C)=[CH:23][CH:22]=3)[CH:10]=2)[CH2:5][CH2:4]1)[CH3:2].O.[OH-].[Na+].C(=O)([O-])O.[Na+]>Br>[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[N:14]=[C:13]3[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:12]3=[C:11]([C:21]3[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][CH:22]=3)[CH:10]=2)[CH2:5][CH2:4]1)[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 15020700HCID 15020700, compound

Product 1

HCID 135816654HCID 135816654, compoundYield 47.9%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Conditions

Temperature
120 °C

Procedure

2-(4-Ethyl-1-piperazinyl)-4-(4-methoxyphenyl)-5,6,7,8,9,10-hexahydrocycloocta[b]pyridine (1.3 g) is dissolved in 48% hydrobromic acid (10 ml) and the mixture is stirred at 120° C. for 2 hours. After cooling, water is added thereto and the mixture is neutralized with 1N aqueous sodium hydroxide solution and sodium hydrogen carbonate. The resulting precipitate is collected by filtration, washed with water, and recrystallized from methanol to give the desired product (0.6 g), m.p. 250°-253° C.

Workup

  1. temperatureAfter cooling
  2. filtrationThe resulting precipitate is collected by filtration
  3. washwashed with water
  4. customrecrystallized from methanol

Sources & evidence

ORD record
ord-fa61085517bf472d93110015086b9c31
Source dataset
uspto-grants-1991_06
Patent number
US05021421

Reaction notes

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