Structure of 362703-34-2
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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. : | 362703-34-2 |
Formula : | C13H20N2O4 |
M.W : | 268.31 |
SMILES Code : | O=C(N1CCC(C(OC)=O)(C#N)CC1)OC(C)(C)C |
MDL No. : | MFCD18711601 |
InChI Key : | BNHQNHASKIVGOW-UHFFFAOYSA-N |
Pubchem ID : | 60082456 |
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 |
---|---|---|
81% | With hydrogen;platinum(IV) oxide; In ethyl acetate; under 2585.81 Torr; for 2.0h; | A solution of the piperidine (1.07 g, 3.98 mmol) from reaction (24b) and a catalytic amount of platinum oxide in acetic acid (20 mL) was pressurized with 50 psi of hydrogen for 2 hr. The mixture was filtered through Celite and concentrated. The residue was dissolved in ethyl acetate (20 mL) and washed with saturated sodium bicarbonate solution (2×20mL) and brine (2×20 mL). The organic layer was dried and concentrated to give the desired amine (880 mg, 81%). MS found: (M+H)+=273. |
60% | With hydrogen; nickel; triethylamine; In methanol; under 2068.65 Torr; | To a solution of intermediate 3 (10 g, 37.3 mmol) and triethylamine (1 mL) in MeOH (200 mL) was added Raney-Ni carefully. The resulting mixture was hydrogenated (40 psi H2) overnight. The reaction was filtered through celite, concentrated under vacuum, and purified by preparative HPLC to give intermediate 4 (6 g, 60% yield) as a colorless oil. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | With hydrogen;palladium dihydroxide; In ethyl acetate; under 760.051 Torr; for 3.0h; | (24b) A solution of the piperidine (640 mg, 2.11 mmol) from reaction (24a), di-tert-butyl dicarbonate (500 mg, 2.3 mmol), and a catalytic amount of palladium hydroxide in ethyl acetate (10 mL) was hydrogenated under 1 atm of hydrogen. After 3 h, the mixture was filtered through Celite and concentrated to provide the desired product (566 mg, 100%). MS found: (M+H)+=269. |
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