Hydrochloric Acid → HCID 178428366, compound

HRID 1783705Notes

Reaction equation

HRID 1783705 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[N:7]([C:13]1[CH:18]=[CH:17][C:16]([C:19]([CH3:22])([CH3:21])[CH3:20])=[CH:15][CH:14]=1)[N:6]=[C:5]2[NH:23][C:24]1[N:25](C(C)(C)C)[N:26]=[C:27]([CH3:29])[CH:28]=1.Cl>CO>[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[N:7]([C:13]1[CH:18]=[CH:17][C:16]([C:19]([CH3:22])([CH3:21])[CH3:20])=[CH:15][CH:14]=1)[N:6]=[C:5]2[NH:23][C:24]1[NH:25][N:26]=[C:27]([CH3:29])[CH:28]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21106576HCID 21106576, compound

Product 1

HCID 178428366HCID 178428366, compoundYield 45.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

30 mg 6-amino-4-(2-tert-butyl-5-methyl-2H-pyrazol-3-ylamino)-2-(4-tert-butyl-phenyl)-2H-phthalazin-1-one were dissolved in 0.5 ml MeOH. 2 ml conc. HCl were added and the mixture was heated to 80° C. for 7 hrs. The mixture was evaporated under vacuum, the residue dissolved in DCM and washed with sodium bicarbonate solution. Removal of the DCM yielded 12 mg of the title product. 1H-NMR: (400 MHz, D6-DMSO) 11.75 (1H, br s), 8.75 (1H, br s), 8.00 (1H, d), 7.59 (2H, d), 7.46 (2H, d), 7.27 (1H, s), 7.05 (1H, d), 6.16 (br s, 2H), 2.17 (3H, s), 1.33 (9H, s); MS (ESI+)=389.22 (M+H)+.

Workup

  1. customThe mixture was evaporated under vacuum
  2. dissolutionthe residue dissolved in DCM
  3. washwashed with sodium bicarbonate solution
  4. customRemoval of the DCM

Sources & evidence

ORD record
ord-9b82cdfe163a4f2cb12154477545a3b7
Source dataset
uspto-grants-2009_03
Patent number
US07501410B2

Reaction notes

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