2,6-Dichloropyrazine → HCID 59343417, compound

HRID 16288Notes

Reaction equation

HRID 16288 reaction equation
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([Cl:8])[N:3]=1.[OH:9][C:10]1[CH:18]=[C:17]2[C:13]([CH2:14][CH2:15][C:16]2=[O:19])=[CH:12][CH:11]=1>CCOC(C)=O>[Cl:8][C:4]1[CH:5]=[N:6][CH:7]=[C:2]([O:9][C:10]2[CH:18]=[C:17]3[C:13]([CH2:14][CH2:15][C:16]3=[O:19])=[CH:12][CH:11]=2)[N:3]=1

Participants

4

Reactant 2

HCID 785042,6-DichloropyrazineHCID 70206596-Hydroxy-1-indanone

Product 1

HCID 59343417HCID 59343417, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Using Method DD with 2,6-dichloropyrazine (200 mg, 1.34 mmol) and 6-hydroxyindanone (219 mg, 1.49 mmol), and crystallisation in AcOEt, the title compound was obtained (330 mg). Yield: 94%. 1H NMR (250 MHz, DMSO-d6) δ 2.74 (t, 2H, H3, J=5.8 Hz), 3.15 (t, 2H, H2, J=6.0 Hz), 7.50 (d, 1H, Harom 7, J=2.2 Hz), 7.60 (dd, 1H, Harom 5, Jm=2.3 Hz, Jo=8.3 Hz), 7.70 (d, 1H, Harom 4, J=8.3 Hz), 8.53 (s, 1H, HPz 5), 8.59 (s, 1H, HPz 3). m/z: 261.1 [(M+H)+, calcd for C13H9ClN2O2 260.0].

Sources & evidence

ORD record
ord-5b823fe54c9a46adbcd0dfd83f4142dc
Source dataset
uspto-grants-2010_06
Patent number
US07737152B2

Reaction notes

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