Hydrochloric Acid → 1-(1-Ethylpiperazin-4-yl)-3-(2-formylthiazol-5-yl)isoquinoline

HRID 1006903Notes

Reaction equation

HRID 1006903 reaction equation
[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=[C:11]([C:19]3[S:23][C:22]([CH:24]4OCCC[O:25]4)=[N:21][CH:20]=3)[N:10]=2)[CH2:5][CH2:4]1)[CH3:2].Cl.[OH-].[Na+]>O1CCCC1>[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=[C:11]([C:19]3[S:23][C:22]([CH:24]=[O:25])=[N:21][CH:20]=3)[N:10]=2)[CH2:5][CH2:4]1)[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 225025911-(1-Ethylpiperazin-4-yl)-3-[2-(1,3-dioxan-2-yl)thiazol-5-yl]isoquinoline

Product 1

HCID 225024911-(1-Ethylpiperazin-4-yl)-3-(2-formylthiazol-5-yl)isoquinolineYield 88.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1-(1-Ethylpiperazin-4-yl)-3-[2-(1,3-dioxan-2-yl)thiazol-5-yl]isoquinoline (205 mg) was dissolved in tetrahydrofuran (4 ml), followed by the addition of 1N hydrochloric acid (3 ml), and the resulting mixture was stirred at room temperature for 8 hr. The reaction solution was basified by adding 8N sodium hydroxide thereto, and then extracted with in ethyl acetate. The resulting organic layer was washed with water, dried (over MgSO4) and evaporated, to give the title compound as a colorless oil (155 mg, yield; 80%).

Workup

  1. extractionextracted with in ethyl acetate
  2. washThe resulting organic layer was washed with water
  3. dry with materialdried (over MgSO4)
  4. customevaporated

Sources & evidence

ORD record
ord-2dced55df42b48efa8f32136037f718e
Source dataset
uspto-grants-2004_09
Patent number
US06790844B2

Reaction notes

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