Ethyl Acetate → HCID 59343476, compound

HRID 16293Notes

Reaction equation

HRID 16293 reaction equation
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([Cl:8])[N:3]=1.O[C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:13]=[N:12][CH:11]=1.CC[O:22]C(C)=O>C1CCCCC1>[Cl:8][C:4]1[CH:5]=[N:6][CH:7]=[C:2]([O:22][C:18]2[C:19]3[CH:10]=[CH:11][N:12]=[CH:13][C:14]=3[CH:15]=[CH:16][CH:17]=2)[N:3]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 187504-IsoquinolinolHCID 785042,6-Dichloropyrazine

Product 1

HCID 59343476HCID 59343476, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent

Procedure

Using Method DD with 2,6-dichloropyrazine (250 mg, 1.69 mmol) and 4-hydroxyisoquinoline (270 mg, 1.49 mmol), and purification by column chromatography (AcOEt:cyclohexane, 1:1), the title compound was obtained (263 mg). Yield: 61%. 1H NMR (250 MHz, DMSO-d6) δ 7.72-7.78 (m, 3H, Harom 3+6+7), 8.11 (d, 1H, Harom 5, J=7.8 Hz), 8.53 (d, 1H, Harom 2, J=5.9 Hz), 8.55 (s, 1H, HPz 5), 8.75 (s, 1H, HPz 3), 9.43 (s, 1H, Harom 8).

Sources & evidence

ORD record
ord-02fdf259795d4aceba1a3985b7a3d7e8
Source dataset
uspto-grants-2010_06
Patent number
US07737152B2

Reaction notes

Loading…