Structure of 342417-01-0
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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. : | 342417-01-0 |
Formula : | C18H22N4O |
M.W : | 310.39 |
SMILES Code : | O=C(N)C1=CN=C(N2CCN(C)CC2)C=C1C3=CC=CC=C3C |
MDL No. : | MFCD11113419 |
InChI Key : | UQTDFKWGXOVHFZ-UHFFFAOYSA-N |
Pubchem ID : | 11483728 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302 |
Precautionary Statements: | P280-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 |
---|---|---|
88% | at 400℃; for 5 h; | Intermediate A-3 (582 mg, 1.625 mg) was dissolved in 10 ml of methanesulfonic acid and warmed to 100 ° C for 5 h. The reaction solution was poured into ice water and extracted with methyl tert-butyl ether.After the organic phase was combined, it was washed twice with water, the aqueous layer was combined, and the pH was adjusted to 14 with NaOH, and then extracted with methyl tert-butyl ether. The second organic layer was combined, washed successively with water, saturated brine, anhydrousDry over sodium sulfate.Pressurized distillation,The intermediate A-4 was purified to give a yield of 88percent. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | at 100℃; for 2 h; | Step 3 1.0 g (4.05 mMol) 6-Chloro-4-o-tolyl-nicotinamide in 9.0 ml 1-methyl-piperazine was heated to 100° C. for 2 hours. The excess N-methyl-piperazine was removed under high vacuum and the residue was filtered on silica gel (eluent: dichloromethane) to yield 1.2 g (95percent) 6-(4-methyl-piperazin-1-yl)-4-o-tolyl-nicotinamide as a light yellow crystalline foam. MS (ISP): 311 (M+H+, 100), 254 (62). |
95% | at 100℃; for 2 h; | Step 3: (0177) 1.0 g (4.05 mMol) 6-Chloro-4-o-tolyl-nicotinamide in 9.0 ml 1-methyl-piperazine was heated to 100° C. for 2 hours. The excess N-methyl-piperazine was removed under high vacuum and the residue was filtered on silica gel (eluent: dichloromethane) to yield 1.2 g (95percent) 6-(4-methyl-piperazin-1-yl)-4-o-tolyl-nicotinamide as a light yellow crystalline foam. (0178) MS (ISP): 311 (M+H+, 100), 254 (62). |
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