Acetonitrile → HCID 18449242, compound

HRID 1270151Notes

Reaction equation

HRID 1270151 reaction equation
Cl[C:2]1[C:3]2[N:4]([C:13]([O:16]C)=[N:14][N:15]=2)[C:5]2[C:10]([N:11]=1)=[CH:9][CH:8]=[C:7]([F:12])[CH:6]=2.C([N:20]([CH2:23][CH3:24])[CH2:21][CH3:22])C.C(#[N:27])C>>[F:12][C:7]1[CH:6]=[C:5]2[C:10]([N:11]=[C:2]([N:27]3[CH2:24][CH2:23][NH:20][CH2:21][CH2:22]3)[C:3]3[N:4]2[C:13](=[O:16])[NH:14][N:15]=3)=[CH:9][CH:8]=1

Participants

4

Reactant 3

HCID 6342AcetonitrileHCID 8471TriethylamineHCID 14783667HCID 14783667, compound

Product 1

HCID 18449242HCID 18449242, compound

Procedure

A solution of 300 mg of 4-chloro-8-fluoro-1-methoxy-[1,2,4]triazolo[4,3-a]quinoxaline, 221 mg of tert-butyl-N-(piperazine)carbamate, and 360 mg of triethylamine in acetonitrile (4.0 mL) was stirred at room temperature. After 16 hrs., the solvent was removed, and the residue was separated by silica gel chromatography to give 280 mg of a yellow foam. The foam was dissolved in a 1:1.5 mixture of 48% HBr/AcOH, and the mixture was heated to reflux for 2 hrs. The reaction mixture was concentrated to give 97 mg of a yellow solid. MS (M−H)−=287.1.

Workup

  1. custom, the solvent was removed
  2. customthe residue was separated by silica gel chromatography

Sources & evidence

ORD record
ord-1add23c7718f4384a551c7375894cbdc
Source dataset
uspto-grants-2007_04
Patent number
US07202245B2

Reaction notes

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