Triethylamine → HCID 57476573, compound

HRID 1875935Notes

Reaction equation

HRID 1875935 reaction equation
FC(F)(F)C(O)=O.[CH3:8][C:9]1[CH:18]=[C:17]2[C:12]([N:13]=[CH:14][C:15]([NH2:19])=[N:16]2)=[CH:11][CH:10]=1.C(N(CC)CC)C.[C:27](N1C=CC=CC1=O)(N1C=CC=CC1=O)=[S:28]>C(Cl)Cl>[N:19]([C:15]1[CH:14]=[N:13][C:12]2[C:17](=[CH:18][C:9]([CH3:8])=[CH:10][CH:11]=2)[N:16]=1)=[C:27]=[S:28]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 8531621,1'-Thiocarbonyldi-2(1H)-pyridoneHCID 66724616HCID 66724616, compound

Product 1

HCID 57476573HCID 57476573, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 7-methylquinoxalin-2-amine 2,2,2-trifluoroacetate (546 mg, 2 mmol) 78263-058-01, triethylamine (243 mg, 2.40 mmol), and 1,1′-thiocarbonyldipyridin-2(1H)-one (557 mg, 2.40 mmol) was stirred in 5 mL DCM for 2 h. The reaction was directly eluted on a 120 g silica gel cartridge with 0 to 25% EtOAc in hexane, 25 min, at 35 mL/min to afford 2-isothiocyanato-7-methylquinoxaline (185 mg, 0.919 mmol, 46% yield).

Workup

  1. washThe reaction was directly eluted on a 120 g silica gel cartridge with 0 to 25% EtOAc in hexane, 25 min, at 35 mL/min

Sources & evidence

ORD record
ord-6de20fa1ac0c44989da95aa2f90da391
Source dataset
uspto-grants-2012_11
Patent number
US08309577B2

Reaction notes

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