Hydrochloric Acid → HCID 21092456, compound

HRID 1348940Notes

Reaction equation

HRID 1348940 reaction equation
[CH2:1]([O:3][C:4](=[O:18])[CH:5]=[C:6]([C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[CH:14]=[N:13][CH:12]=[CH:11]2)[CH3:7])[CH3:2].[ClH:19]>C(O)C>[ClH:19].[CH2:1]([O:3][C:4](=[O:18])[CH2:5][CH:6]([C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[CH2:14][NH:13][CH2:12][CH2:11]2)[CH3:7])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69143775HCID 69143775, compound

Product 1

HCID 21092456HCID 21092456, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3-(isoquinolin-6-yl)-but-2-enoic acid ethyl ester {0.5 g, Reference Example 3(a)} in ethanol (30 mL) was treated with concentrated hydrochloric acid (1.7 mL). This stirred solution was flushed with nitrogen then treated with platinum oxide (0.07 g) and then hydrogenated in the presence of hydrogen at 2 bar for 19 hours. The reaction mixture was filtered through Hyflo supercel and the filter pad was washed three times with ethanol (20 mL). The combined filtrate plus washings were evaporated to give the title compound as a pale green solid. MS (ES)=248 (M+H)+.

Workup

  1. customThis stirred solution was flushed with nitrogen
  2. additionthen treated with platinum oxide (0.07 g)
  3. filtrationThe reaction mixture was filtered through Hyflo supercel
  4. washthe filter pad was washed three times with ethanol (20 mL)
  5. customThe combined filtrate plus washings were evaporated

Sources & evidence

ORD record
ord-e2fe6a26a6c145e0bc3386b8572eb5e7
Source dataset
uspto-grants-2007_05
Patent number
US07211586B2

Reaction notes

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