Hydrochloric Acid → HCID 49820725, compound

HRID 1020728Notes

Reaction equation

HRID 1020728 reaction equation
C(OC([N:8]1[CH:12]=[C:11]([C:13]2[CH:14]=[C:15]3[C:20](=[CH:21][CH:22]=2)[N:19]=[C:18]([NH:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:17]=[N:16]3)[CH:10]=[N:9]1)=O)(C)(C)C.Cl>O1CCOCC1>[CH2:24]([NH:23][C:18]1[CH:17]=[N:16][C:15]2[C:20](=[CH:21][CH:22]=[C:13]([C:11]3[CH:10]=[N:9][NH:8][CH:12]=3)[CH:14]=2)[N:19]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66797545HCID 66797545, compound

Product 1

HCID 49820725HCID 49820725, compoundYield 27.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To the ice cold solution of 4-(2-benzylamino-quinoxalin-6-yl)-pyrazole-1-carboxylic acid tert-butyl ester (157 mg, 0.39 mmol) in 1,4-dioxane (3 mL) was added 14% HCl in dioxane (2 mL). The resulting mixture was stirred at RT for 2 hrs. After completion of reaction the volatiles were evaporated off under vacuum and the HCl salt was triturated with DCM to obtain crude product. The crude was further purified by prep-HPLC to afford the title compound (32 mg, 27%).

Workup

  1. customAfter completion of reaction the volatiles
  2. customwere evaporated off under vacuum
  3. customthe HCl salt was triturated with DCM
  4. customto obtain crude product
  5. customThe crude was further purified by prep-HPLC

Sources & evidence

ORD record
ord-7905a98c23854e31b698c985a5bdccad
Source dataset
uspto-grants-2014_05
Patent number
US08716473B2

Reaction notes

Loading…