Alternatived Products of [ 2386-28-9 ]
Product Details of [ 2386-28-9 ]
CAS No. : | 2386-28-9 |
MDL No. : | MFCD00022374 |
Formula : |
C9H11NO3
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
181.19
|
Pubchem ID : | - |
Synonyms : |
|
Application In Synthesis of [ 2386-28-9 ]
* 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.
- Downstream synthetic route of [ 2386-28-9 ]
- 1
-
[ 2199-44-2 ]
-
[ 2386-28-9 ]
-
4-(4-acetyl-3,5-dimethyl-1H-pyrrole-2-carbonyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
63% |
Stage #1: 4-acetyl-3,5-dimethyl-1H-pyrrole-2-carboxylic acid With trifluoroacetic anhydride In acetonitrile
Stage #2: With phosphoric acid; trifluoroacetic anhydride In acetonitrile
Stage #3: 3,5-dimethyl-2-ethoxycarbonyl-1H-pyrrole In acetonitrile at 20℃; |
|
- 2
-
[ 100-54-9 ]
-
[ 2386-28-9 ]
-
[ 1600514-95-1 ]
Yield | Reaction Conditions | Operation in experiment |
66% |
With Pd(2+)*2C5F9O2(1-); trifluoroacetic acid; 6-methyl-2,2'-bipyridine In tetrahydrofuran at 130℃; for 1h; Microwave irradiation; |
Procedure for the synthesis of ketone 3o, 3wand 3ab, Table 3 conditions [a]
General procedure: A 5 mL microwave vialwas charged with 6-methyl-2,2'-bipyridine (16.3 mg, 0.096 mmol), Pd(O2CCF3)2(26.6 mg, 0.08 mmol) and 2 mL THF. After stirring at room temperature for 5minutes, 4-acetyl-3,5-dimethyl-1H-pyrrole-2-carboxylic acid (181.2 mg, 1 mmol),nitrile (5 mmol), water (200 µL) andTFA (77 µL, 1 mmol) were added andthe mixture heated in the microwave for 1 hour at 130 °C. The mixture was diluted with DCM (15 mL) and0.1 M NaOH (15 mL), the phases were separated and extracted with DCM (2 × 15 mL), dried with Na2SO4,filtered and concentrated under reduced pressure. Purification by flashchromatography afforded ketones 3o, 3w or 3ab in the yields stated in Table 3. |
Reference:
[1]Axelsson, Linda; Veron, Jean-Baptiste; Sävmarker, Jonas; Lindh, Jonas; Odell, Luke R.; Larhed, Mats
[Tetrahedron Letters, 2014, vol. 55, # 15, p. 2376 - 2380]