Sodium Carbonate → HCID 67997039, compound

HRID 470389Notes

Reaction equation

Cl[C:2]1[C:3]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]([C:18]#[N:19])=[CH:10][CH:9]=2)=[N:4][CH:5]=[CH:6][N:7]=1.[C:20]([O:24][CH3:25])(=[O:23])[CH2:21][SH:22].C(=O)([O-])[O-].[Na+].[Na+]>CN(C=O)C>[C:18]([C:11]1[C:12]2[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:8]([C:3]2[C:2]([S:22][CH2:21][C:20]([O:24][CH3:25])=[O:23])=[N:7][CH:6]=[CH:5][N:4]=2)=[CH:9][CH:10]=1)#[N:19]

Participants

Conditions

Temperature: 130 °C

Procedure

A mixture of 4-(3-chloropyrazin-2-yl)-1-naphthonitrile (0.16 g, 0.6 mmol), methyl thioglycolate (0.127 g, 1.2 mmol) and sodium carbonate (0.082 g, 0.78 mmol) in DMF (1 mL) was heated under microwave irradiation to 130° C. for 1 hour. The mixture was washed with water, extracted with ethyl acetate and purified by chromatography to yield methyl 2-(3-(4-cyanonaphthalen-1-yl)pyrazin-2-ylthio)acetate (0.127 g, 63%).

Workup

washThe mixture was washed with water
extractionextracted with ethyl acetate
custompurified by chromatography

Sources & evidence

ORD record: ord-eeb7770a7c864d65b0513105befba315
Source dataset: uspto-grants-2014_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08629278B2

Reaction notes

Loading…