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CAS No. : | 255060-77-6 | MDL No. : | MFCD08436134 |
Formula : | C13H20N2O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 236.31 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 | UN#: | |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* 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 |
---|---|---|
86% | With triethylamine In dichloromethane at 20℃; | 269.3 To a solution of (S)-tert-butyl 1 -(4-aminophenyl)ethylcarbamate (440 mg,1.86 mmol) in dichloromethane (7.0 mL) and triethylamine (excess) was added 6- chloronicotinoyl chloride (380 mg, 2.2 mmol) and the reaction stirred at room temperature overnight. White precipitate formed and was collected by filtration, the solids washed with dichloromethane and dried in a vacuum oven to yield (S)-tert-butyl l-(4-(6- chloronicotinamido)phenyl)ethylcarbamate (600 mg; 86%; (M+H)-376.1). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
28% | In dichloromethane at 20℃; for 4h; | B.1 Step 1: Preparation of tert-butyl (S)-(1-(4-(3-(4-methoxybenzyl)ureido)phenyl)-ethyl)carbamate (Intermediate 2-a): [0206] To a solution of (S)-[1-(4-amino-phenyl)-ethyl]-carbamic acid tert- butyl ester (2.0 g, 22.7 mmol) in DCM (20 mL) at 20 C was added 4-methoxy benzyl isocyanate (14.4 g, 34.0 mmol) dropwise. The resulting mixture was stirred at room temperature for 4 hours then methanol (10 mL) was added and cooled to 0°C. After 1Hour at 0°C the slurry was filtered providing the tert-butyl (S)-(1-(4-(3-(4-methoxybenzyl)ureido)-phenyl)ethyl)carbamate (1.2 g, 6.3 mmol, 28% yield) as an off-white solid. LCMS-APCI (POS.) m/z: 400.1 (M+H)+. 1H NMR (400 MHz, DMS04) d 8.43 (s,1H), 7.36 - 7.19 (m, 4H), 7.14 (d, J= 8.2 Hz, 2H), 6.89 (d, J= 8.2 Hz, 2H), 6.48 (t, J= 5.9 Hz,1H), 4.53 (p, J= 7.3 Hz,1H), 4.21 (d, J= 5.7 Hz, 2H), 3.73 (s, 3H),1.37 (s, 9H),1.27 (d, J= 7.0 Hz, 3H). |