isoquinolin-N-oxide → HCID 178518882, compound

HRID 1987641Notes

Reaction equation

HRID 1987641 reaction equation
[CH:1]1([C:4]2[CH2:8][C:7](=[O:9])[NH:6][N:5]=2)[CH2:3][CH2:2]1.[CH:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:13]=[CH:12][N+:11]=1[O-]>C(OC(=O)C)(=O)C>[CH:1]1([C:4]2=[N:5][NH:6][C:7](=[O:9])/[C:8]/2=[C:10]2\[NH:11][CH:12]=[CH:13][C:14]3[C:19]\2=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 290378isoquinolin-N-oxideHCID 220594943-cyclopropyl-4,5-dihydro-1H-pyrazol-5-one

Product 1

HCID 178518882HCID 178518882, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

3-Cyclopropyl-1H-pyrazol-5(4H)-one (0.03 g, 0.27 mmol) and isoquinoline N-oxide (0.04 g, 0.27 mmol) were stirred in acetic anhydride (0.5 mL) for 30-40 minutes. The reaction mixture was concentrated and purified by LC-MS to give the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.78-0.86 (m, 4H) 1.77-1.86 (m, 1H) 7.91 (t, J=7.71 Hz, 1H) 8.10 (t, J=7.58 Hz, 1H) 8.26 (d, J=8.59 Hz, 3H) 8.58 (d, J=6.57 Hz, 1H); ESI-MS: m/z calc'd for C15H13N3O 251.28. found 252.2 (M+H)+.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by LC-MS

Sources & evidence

ORD record
ord-061c05521a374d2fa0e516b7609e6cf7
Source dataset
uspto-grants-2009_06
Patent number
US07550598B2

Reaction notes

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