Structure of 70199-60-9
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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. : | 70199-60-9 |
Formula : | C7H9NO |
M.W : | 123.15 |
SMILES Code : | COCC1=CC=NC=C1 |
MDL No. : | MFCD13175366 |
InChI Key : | MBGSSZLPFNHEHX-UHFFFAOYSA-N |
Pubchem ID : | 642837 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P280-P301+P312-P302+P352-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 |
---|---|---|
In acetonitrile; | a) 4-Methoxymethyl-1-methyl-pyridinium iodide A solution of 4.8 g (0.039 mol) of 4-methoxymethyl-pyridine in 25 ml of acetonitrile is mixed with 6.6 g (0.047 mol) of methyl iodide and stirred for 5 hours at ambient temperature. Then the partially precipitated quaternary salt is precipitated by the addition of ethyl acetate. 9.1 g (88% of theory) of 4-methoxymethyl-1-methyl-pyridinium iodide are obtained, m.p. 105-108 C. The analytically pure methoiodide has a melting point of 106-108 C. (CH3 CN). [C8 H12 NO]+ I- (265.10). Calculated: C 36.25; H 4.57; H 5.28; I 47.87; Found: 36.02, 4.60, 5.26, 47.69. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In methanol; at 160.0℃; for 3.0h;Microwave irradiation; | Example 149 2-[4-(Methoxymethyl)piperidin-1-yl]-4-[(5-methyl-3-{3-[4-(trifluoromethoxy)phenyl]-1,2,4-oxa-diazol-5-yl}-1H-pyrazol-1-yl)methyl]pyridine 445 mg (3.44 mmol) of <strong>[70199-60-9]4-(methoxymethyl)pyridine</strong> and 100 mg (0.229 mmol) of the compound from Example 81A were heated at 160 C. in a microwave oven (Biotage Initiator 2.5, automatic control of the irradiation power) for 3 h without addition of a solvent. After cooling to RT, the reaction mixture was taken up in approx. 2 ml of methanol. This solution was separated directly into its components by means of preparative HPLC (method N). The product fractions were combined and freed from the solvent and the residue was stirred with pentane. 77 mg (60% of th., purity of approx. 94%) of the title compound were obtained. 1H-NMR (400 MHz, CDCl3, δ/ppm): 8.25 (d, 2H), 8.11 (d, 1H), 7.33 (d, 2H), 6.83 (s, 1H), 6.35 (s, 1H), 6.29 (d, 1H), 5.33 (s, 2H), 4.26-4.20 (m, 2H), 3.33 (s, 3H), 3.23 (d, 2H), 2.83-2.77 (m, 2H), 2.29 (s, 3H), 1.88-1.77 (m, 3H), 1.29-1.18 (m, 2H). LC/MS (method I, ESIpos): Rt=1.09 min, m/z=529 [M+H]+. |
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