HCID 178428369, compound → HCID 178428368, compound

HRID 1783702Notes

Reaction equation

HRID 1783702 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:20](=[O:21])[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([NH:22]C=O)[CH:18]=3)[C:13]([NH:25][C:26]3[NH:27][N:28]=[C:29]([CH3:31])[CH:30]=3)=[N:12]2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]>CO.Cl>[NH2:22][C:17]1[CH:18]=[C:19]2[C:14]([C:13]([NH:25][C:26]3[NH:27][N:28]=[C:29]([CH3:31])[CH:30]=3)=[N:12][N:11]([C:8]3[CH:7]=[CH:6][C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[CH:10][CH:9]=3)[C:20]2=[O:21])=[CH:15][CH:16]=1

Participants

4

Reactant 1

HCID 178428369HCID 178428369, compound

Product 1

HCID 178428368HCID 178428368, compoundYield 47.6%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

9 mg of N-[3-(4-tert-Butyl-phenyl)-1-(5-methyl-2H-pyrazol-3-ylamino)-4-oxo-3,4-dihydro-phthalazin-6-yl]-formamide (ZB-1) in a mixture of 0.5 ml MeOH and 0.5 ml conc. HCl were stirred at 50° C. for 2 hrs. The mixture was evaporated under vacuum and the residue dissolved in DCM. The DCM solution was washed with sodium bicarbonate solution and evaporated to yield 4 mg of the title product. 1H-NMR: (400 MHz, D6-DMSO) 11.8 (1H, br s), 8.81 (1H, s), 8.02 (1H, d), 7.52 (2H, d), 7.40 (2H, d), 7.34 (1H, d), 6.99 (1H, dd), 6.10 (br s, 2H), 2.10 (3H, s), 1.27 (9H, s); MS (ESI+)=389.21 (M+H)+.

Workup

  1. customThe mixture was evaporated under vacuum
  2. dissolutionthe residue dissolved in DCM
  3. washThe DCM solution was washed with sodium bicarbonate solution
  4. customevaporated

Sources & evidence

ORD record
ord-5d40a00290b843bfb559cceec1d3acca
Source dataset
uspto-grants-2009_03
Patent number
US07501410B2

Reaction notes

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