Triethylamine → HCID 178500432, compound

HRID 1615690Notes

Reaction equation

[NH:1]=[C:2]1[C:7]([CH3:8])=[N:6][CH:5]=[C:4]([CH3:9])[N:3]1[NH2:10].CC1C=C(C)C=C(C)C=1S([O-])(=O)=O.C(N(CC)CC)C.Cl[C:32](=[O:40])[CH:33]([CH3:39])[CH2:34][C:35]([O:37][CH3:38])=[O:36]>C(#N)C>[NH2:10][N:3]1[C:4]([CH3:9])=[CH:5][N:6]=[C:7]([CH3:8])/[C:2]/1=[N:1]/[C:32](=[O:40])[CH:33]([CH3:39])[CH2:34][C:35]([O:37][CH3:38])=[O:36]

Participants

Conditions

Temperature: 50 °C

Procedure

To a solution of 2-imino-3,6-dimethylpyrazin-1(2H)-amine-2,4,6-trimethylbenzenesulfonate (2 g, 5.92 mmol) in acetonitrile (60 mL) was added triethylamine (1.8 g, 17.76 mmol). The mixture was stirred at 50° C. for 30 min. Methyl 4-chloro-3-methyl-4-oxobutanoate (1.35 g, 8.23 mmol) was added. The mixture was stirred for an additional 10 min. Then the solution was evaporated to give 1.1 g of the crude product as a brown solid. ESI MS: m/z 267 [M+H]+.

Workup

stirringThe mixture was stirred for an additional 10 min
customThen the solution was evaporated

Sources & evidence

ORD record: ord-b34c16b065e3405eab03adc46a9271f0
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08765760B2

Reaction notes

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