2,6-Dichloropyrazine → HCID 59343426, compound

HRID 16289Notes

Reaction equation

HRID 16289 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:11]=[CH:12][CH:13]=[C:14]2[C:18]=1[C:17](=[O:19])[CH2:16][CH2:15]2>CCOC(C)=O>[Cl:8][C:4]1[CH:5]=[N:6][CH:7]=[C:2]([O:9][C:10]2[CH:11]=[CH:12][CH:13]=[C:14]3[C:18]=2[C:17](=[O:19])[CH2:16][CH2:15]3)[N:3]=1

Participants

4

Reactant 2

HCID 785042,6-DichloropyrazineHCID 2480787-Hydroxy-2,3-dihydro-1H-inden-1-one

Product 1

HCID 59343426HCID 59343426, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Using Method DD with 2,6-dichloropyrazine (200 mg, 1.34 mmol) and 7-hydroxyindanone (219 mg, 1.49 mmol), and crystallisation in AcOEt, the title compound was obtained (348 mg). Yield: 100%. 1H NMR (250 MHz, DMSO-d6) δ 2.56-2.61 (m, 2H, H3), 3.16 (t, 2H, H3, J=5.6 Hz), 7.25 (d, 1H, Harom 4, J=7.9 Hz), 7.54 (d, 1H, Harom 6, J=7.6 Hz), 7.78 (t, 1H, Harom 5, J=8.3 Hz), 8.49 (s, 1H, HPz 5), 8.62 (s, 1H, HPz 3). m/z: 261.0 [(M+H)+, calcd for C13H9ClN2O2 260.0].

Sources & evidence

ORD record
ord-1fe3da9a05d2485db9bc454f840d4019
Source dataset
uspto-grants-2010_06
Patent number
US07737152B2

Reaction notes

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