Potassium Hydroxide → HCID 10814700, compound

HRID 1003223Notes

Reaction equation

HRID 1003223 reaction equation
ClC1C=CC(C([N:8]2[CH2:13][CH2:12][C:11]3[S:14][C:15]4[C:20]([C:10]=3[CH2:9]2)=[C:19]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[C:23]([O:29][CH3:30])[CH:22]=2)[C:18]([C:31]([O:33][CH2:34][CH3:35])=[O:32])=[C:17]([CH2:36][N:37]([CH2:40][CH3:41])[CH2:38][CH3:39])[N:16]=4)=O)=CC=1.[OH-].[K+]>O.C(O)C>[CH2:40]([N:37]([CH2:36][C:17]1[N:16]=[C:15]2[S:14][C:11]3[CH2:12][CH2:13][NH:8][CH2:9][C:10]=3[C:20]2=[C:19]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[C:23]([O:29][CH3:30])[CH:22]=2)[C:18]=1[C:31]([O:33][CH2:34][CH3:35])=[O:32])[CH2:38][CH3:39])[CH3:41]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 10651542HCID 10651542, compound

Product 1

HCID 10814700HCID 10814700, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

A mixture of the compound (1.8 g) obtained in Example 53A, a solution of potassium hydroxide (0.6 g) in water (10 ml) and ethanol (20 ml) was heated under refluxing conditions for 5 hours, poured over water and extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried (MgSO4) and concentrated under reduced pressure to yield ethyl 2-diethylaminomethyl-4-(3,4-dimethoxyphenyl)-5,6,7,8-tetrahydrothieno[2,3-b:4,5-c']dipyridine-3-carboxylate as an oil.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with water
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-c3e9c147d141473ba717f9715a6eabfa
Source dataset
uspto-grants-2000_04
Patent number
US06046189

Reaction notes

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