HCID 178518859, compound → HCID 178519435, compound

HRID 1678737Notes

Reaction equation

HRID 1678737 reaction equation
[O:1]1CCO[CH:2]1[C:6]1[CH:11]=[CH:10][C:9]([C:12]2[C:21]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[CH:20][C:19]3[C:18]4=[N:28][N:29]=[C:30]([OH:31])[N:17]4[CH:16]=[CH:15][C:14]=3[N:13]=2)=[CH:8][CH:7]=1>O1CCOCC1.Cl>[OH:31][C:30]1[N:17]2[C:18]([C:19]3[CH:20]=[C:21]([C:22]4[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=4)[C:12]([C:9]4[CH:8]=[CH:7][C:6]([CH:2]=[O:1])=[CH:11][CH:10]=4)=[N:13][C:14]=3[CH:15]=[CH:16]2)=[N:28][N:29]=1

Participants

4

Reactant 1

HCID 178518859HCID 178518859, compound

Product 1

HCID 178519435HCID 178519435, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A suspension of 8-(4-[1,3]dioxolan-2-yl-phenyl)-9-phenyl-[1,2,4]triazolo[3,4-f][1,6]naphthyridin-3-ol (3-5, 2.7 g, 6.6 mmol) in dioxane (20 mL) and 2N HCl (20 mL) was stirred at room temperature for 20 min. It was concentrated to remove most dioxane at 25° C. The residue was poured into ice cold water to give a brown solid which was collected via filtration and dried with toluene azeotropically to give the title compound. LRMS m/z (M+1) Calcd: 367.1. Found 367.1.

Workup

  1. concentrationIt was concentrated
  2. customto remove most dioxane at 25° C
  3. additionThe residue was poured into ice cold water
  4. customto give a brown solid which
  5. filtrationwas collected via filtration
  6. dry with materialdried with toluene azeotropically

Sources & evidence

ORD record
ord-98fc3c371d6849e99bea1d5f61358fc1
Source dataset
uspto-grants-2011_08
Patent number
US08008317B2

Reaction notes

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