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CAS No. : | 23814-12-2 | MDL No. : | MFCD00012318 |
Formula : | C7H5N3O2 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 163.13 | Pubchem ID : | - |
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 |
---|---|---|
92.3% | With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20℃; for 18h; | 0.14 g (0.61 mmol) of 1, 0.12 g (0.74 mmol) of 2 and 0.2 ml of 4-methylmorpholine are dissolved in 6 ml of DMF. 0.14 g (0.73 mmol) of N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide.x.HCl (DAPECI) and 0.1 g (0.74 mmol) of 1-hydroxybenzotriazole (HOBt) are then added. The mixture is stirred at RT for 18 h. The solvent is removed in a rotary evaporator, diluted with water (100 ml) and extracted 2.x. with EA. The organic phase is dried over magnesium sulfate, filtered off and evaporated to dryness, giving 0.21 g (92.3percent) of 3 as brown crystals. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
9% | A solution of 6-chloro-naphthalene-2-sulfonyl chloride (CAS-RN 102 153-63-9, 33.6 mg, 129imol) in dichloromethane (1 mL) was added at room temperature to a solution of(3aS,3bS,6aR,6bR)-decahydro-cyclobuta[ 1 ,2-c;3,4-c’] dipyffole (intermediate 1; 11.9 mg, 86imol) in dichloromethane (2 mL) and pyridine (33.9 mg, 34.7 jil, 428 imol, Eq: 5), then after 4h the reaction mixture was evaporated. The residue was taken up with N,N-dimethylformamide, then 1H-benzo[d]-[1,2,3]triazole-5-carboxylic acid (14.0 mg, 86 imol) and O-(7- azabenzotriazol- 1 -yl)-N,N,N’ ,N’ -tetramethyluronium hexafluoro-phosphate (35.8 mg, 94 imol) and 4-methylmorpholine (43.3 mg, 428 imol) were added, then after 16 h the reaction mixtruewas partitioned between sat. aq. ammonium chloride solution and ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate, filtered, and evaporated. Chromatography (silica gel; dichloromethane/methanol/25% aq. ammonia solution 90:10:0.25) produced the title compound (4 mg, 9%). Colourless gum, MS: 508.6 (M+H). |