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CAS No. : | 26093-31-2 | MDL No. : | MFCD00006868 |
Formula : | C10H9NO2 | Boiling Point : | No data available |
Linear Structure Formula : | O(C9H4O)(CH3)(NH2) | InChI Key : | GLNDAGDHSLMOKX-UHFFFAOYSA-N |
M.W : | 175.18 | Pubchem ID : | 92249 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | 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 |
---|---|---|
65% | With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 0 - 60℃; for 24h; | Dipeptide 47 was synthesized by following the above general procedure for HATU peptide coupling (0 - 60C) for 12 hours and purified by silica gel column (0226) chromatography (EtOAc: Hexane - 3: 1) as a white solid (yield: 65%). lH NMR (400 MHz, CDC13) delta ppm: 9.34 (bs, 1 H), 7.69 (s, 1 H), 7.55 - 7.36 (m, 2 H), 6.79 (bs, 1 H), 5.55 (d, J = 7.2 Hz, 1 H), 4.41 - 4.16 (m, 1 H), 3.35 - 3.26 (m, 2 H), 2.39 (s, 3 H), 2.07 (s, 3 H), 2.00 - 1.87 (m, 1 H), 1.74 (dd, J = 4.9, 13.5 Hz, 1 H), 1.65 - 1.54 (m, 3 H), 1.53 - 1.47 (m, 1 H), 1.45 (s, 9 H), 1.30 - 1.20 (m, 1 H), 1.20 - 1.11 (m, 1 H). MS (ESI): found: [M + Na]+, 468.4. |
With triethylamine; HATU; In N,N-dimethyl-formamide; at 20℃; for 2h; | To a solution of 8w in DMF at room temperature was added 7-amino-4-methyl- 2H-chromen-2-one, HATU and triethylamine. The reaction was stirred at room temperature for 2 h. A saturated solution of sodium bicarbonate was added. The product was extracted with ethyl acetate. The combined organic layers were washed with water, dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude residue was purified by prep-HPLC to afford 9w. | |
With HATU; triethylamine; In N,N-dimethyl-formamide; at 20℃; for 2h; | To a solution of 8w in DMF at room temperature was added 7-amino-4-methyl-2H-chromen-2-one, HATU and triethy247lamine. The reaction was stirred at room temperature for 2 h. A saturated solution of sodium bicarbonate was added. The product was extracted with ethyl acetate. The combined organic layers were washed with water, dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude residue was purified by prep-HPLC to afford 9w |
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20℃; for 2h; | To a solution of 8w in DMF at room temperature was added 7-amino-4-methyl-2H-chromen-2-one, HATU and triethylamine. The reaction was stirred at room temperature for 2 h. A saturated solution of sodium bicarbonate was added. The product was extracted with ethyl acetate. The combined organic layers were washed with water, dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude residue was purified by prep-HPLC to afford 9w. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | In dichloromethane; at 30℃; for 3h; | 3-Chlorophthalic anhydride (182.5 mg) was dispersed in 1.2 ml of anhydrous dichloromethane and 1 ml of anhydrous tetrahydrofuran. At 30C, (A-5)-NH2( 175mg) and stirred for 3h. Filter the resulting sediment,It was washed with petroleum ether and ethyl acetate to obtain 292 mg of white solid.The yield was 82%. |
A167937[ 207673-94-7 ]
7-Amino-4-methyl-2H-chromen-2-one sulfate
Reason: Free-salt