Water → HCID 135674089, compound

HRID 2268062Notes

Reaction equation

HRID 2268062 reaction equation
[NH2:1][C:2]1[CH:7]=[N:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)=[CH:4][N:3]=1.Cl[C:16]([O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:17].O>N1C=CC=CC=1>[OH:14][C:11]1[CH:12]=[CH:13][C:8]([C:5]2[N:6]=[CH:7][C:2]([NH:1][C:16](=[O:17])[O:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[N:3][CH:4]=2)=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 962WaterHCID 15891Phenyl chloroformateHCID 135674088HCID 135674088, compound

Product 1

HCID 135674089HCID 135674089, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To solution of 2-amino-5-(4-hydroxyphenyl)pyrazine (283 mg) in pyridine (20 mL) was added under ice-cooling phenyl chloroformate (199 μL) and the mixture was stirred for 1 hour. The reaction mixture was poured into water (30 mL) and extracted with ethyl acetate (20 mL×3). The organic layer was washed with saturated saline solution and then dried over anhydrous Na2SO4. The concentration of the solvent left a crystal residue, which was washed with diethyl ether (10 mL) to give the subject compound (314 mg).

Workup

  1. extractionextracted with ethyl acetate (20 mL×3)
  2. washThe organic layer was washed with saturated saline solution
  3. dry with materialdried over anhydrous Na2SO4
  4. waitThe concentration of the solvent left a crystal residue, which
  5. washwas washed with diethyl ether (10 mL)

Sources & evidence

ORD record
ord-fc46aa9f8bec4798b9cc88f45b6c0fdc
Source dataset
uspto-grants-2001_12
Patent number
US06326375B1

Reaction notes

Loading…