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Type | HazMat fee for 500 gram (Estimated) |
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Structure of 136812-21-0
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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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Search for reports by entering the product batch number.
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Search for reports by entering the product batch number.
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CAS No. : | 136812-21-0 |
Formula : | C11H7ClN2 |
M.W : | 202.64 |
SMILES Code : | N#CC1=CC2=CC=CC(C)=C2N=C1Cl |
MDL No. : | MFCD08437565 |
InChI Key : | LEHPWUWENXRLSY-UHFFFAOYSA-N |
Pubchem ID : | 15707538 |
GHS Pictogram: |
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Signal Word: | Danger |
Hazard Statements: | H302-H318 |
Precautionary Statements: | P280-P305+P351+P338 |
Class: | 8 |
UN#: | 1759 |
Packing Group: | Ⅲ |
* 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 |
---|---|---|
With palladium diacetate; triethylamine; triphenylphosphine; In acetonitrile; at 80.0℃; for 5.0h;Inert atmosphere; | General procedure: A mixture of substituted 2-chloroquinoline-3-carbonitriles 1(a-h) (0.25mmol), phenylacetylene (0.26mmol), Pd(OAc)2 (5mol%)and PPh3 (10mol%) in CH3CN (2mL) and TEA (2equiv) were stirred under N2 at 80C, after completion of reaction (as monitored by TLC), solvent was evaporated and further Pd(OAc)2 (5mol%), PPh3 (10mol%), K2CO3 (1.5equiv) and 4mL of methanol were added under aerobic condition at 80C upto completion. The mixture was concentrated in vacuo and residue was purified by column chromatography on silica gel using EtOAc/hexane as eluent. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89% | General procedure: To a mixture of 1 (1 mmol) and binucleophile 2 (1 mmol) in 2-3 mL of EtOH was added t-BuOK (0.5 mmol), reaction mixture was stirred at 90 C. After completion of the reaction, mixture poured into ice-cold water, solid product filtered and washed with water (3×5 mL) and further purified by column chromatography on silica gel (60-120 mesh) using EtOAc/hexane as eluent in 4:6 ratio to yielded pure product 3. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
86% | In water; at 90.0℃; for 0.916667h; | General procedure: Light green solid; yield: 86%; mp 121 C; 1H NMR (300 MHz, CDCl3): δ=2.60 (s, 3H), 4.83 (d, J=5.7 Hz, 2H), 5.62 (br s, 1H, D2O exchangeable), 7.17 (t, J=7.5 Hz, 1H), 7.25-7.37 (m, 2H), 7.43-7.52 (m, 5H), 8.20 (s, 1H); 13C NMR (75 MHz, CDCl3): δ=17.7, 45.4, 95.0, 116.6, 121.0, 123.0, 125.8, 127.3, 127.9, 128.5, 132.9134.9, 138.8, 144.0, 148.0, 152.7; IR (KBr, cm-1): 2222 (CN), 3450 (NH). Anal. Calcd for C18H15N3: C, 79.10; H, 5.53; N, 15.37%. Found: C, 78.99; H, 5.46; N, 15.19%. |
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