Hydrochloric Acid → HCID 16661285, compound

HRID 422048Notes

Reaction equation

HRID 422048 reaction equation
C([N:4]1[C:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2OCCC)=[CH:8][C:7]([C:20]2[CH:21]=[C:22]3[C:26](=[CH:27][CH:28]=2)[N:25](C(=O)C)[N:24]=[CH:23]3)=[N:6][C:5]1=[O:32])(=O)C.Cl>CO.O1CCOCC1>[NH:25]1[C:26]2[C:22](=[CH:21][C:20]([C:7]3[CH:8]=[C:9]([C:10]4[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=4)[NH:4][C:5](=[O:32])[N:6]=3)=[CH:28][CH:27]=2)[CH:23]=[N:24]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 66672882HCID 66672882, compound

Product 1

HCID 16661285HCID 16661285, compoundYield 117%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 1-acetyl-4-(1-acetyl-1H-indazol-5-yl)-6-[2-(propyloxy)phenyl]pyrimidin-2(1H)-one (1.06 g, 2.46 mmol) in methanol (100 mL) was added hydrogen chloride in dioxane 4.0 N (1.0 mL) and then refluxed for 30 min. The solution was evaporated in vacuo to afford the title compound (0.83 g, 98%) as the di-hydrochloride salt. 1H NMR (400 MHz, d6-DMSO): 8.74 (s, 1H), 8.37 (s, 1H), 8.05 (d, 1H), 7.78 (t, 2H), 7.64 (t, 1H), 7.58 (s, 1H), 7.28 (d, 1H), 7.19 (t, 1H), 4.08 (t, 2H), 1.78 (m, 2H), 0.98 (t, 3H); MS (EI) for C20H18N4O2: 347 (MH+).

Workup

  1. temperaturerefluxed for 30 min
  2. customThe solution was evaporated in vacuo

Sources & evidence

ORD record
ord-3b01ecd482424690a33bb28e1212d618
Source dataset
uspto-grants-2012_01
Patent number
US08101625B2

Reaction notes

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