Structure of 774-07-2
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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CAS No. : | 774-07-2 |
Formula : | C7H9N3O2S |
M.W : | 199.23 |
SMILES Code : | O=C(C1=C(N)NC(N=C1)=S)OCC |
MDL No. : | MFCD00614345 |
InChI Key : | DKTWKRWWQKVQQB-UHFFFAOYSA-N |
Pubchem ID : | 759149 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
97% | In DMF (N,N-dimethyl-formamide); at 20 - 50℃; for 0.333333h; | Iodomethane (2.6 g, 18 mmol) was added to the hot solution (50 C.) of ethyl 4-amino-2-mercaptopyrimidine-5-carboxylate (3.0 g, 15 mmol) in N,N-dimethylformamide (150 mL) and stirred at room temperature for 20 min. Solvent was removed in vacuo and the solid residue was washed by water. After dried in vacuo, desired product was obtained as a white solid (3.1 g, 97%). [0304] HPLC (4 minute gradient) tR=2.14 min; MS m/z 214.1 (M+H)+ |
45.2 g (86%) | With potassium carbonate; In water; acetone; | a) A mixture of 49 g (246 mmol) of 4-amino-5-carbethoxypyrimidine-2-thiol and 42 g (304 mmol) of potassium carbonate in 400 ml of acetone was treated with 50 g (352 mmol) of iodomethane. After stirring for 3 hours 500 ml of water were added. The phases were separated and the aqueous phase was extracted twice with 300 ml of dichloromethane each time. The combined organic phases were washed with 100 ml of brine, dried over magnesium sulfate, filtered and evaporated to give 45.2 g (86%) of ethyl 4-amino-2-methylthiopyrimidine-5-carboxylate as a pale yellow solid. |
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