Alternatived Products of [ 96905-67-8 ]
Product Details of [ 96905-67-8 ]
| CAS No. : | 96905-67-8 |
MDL No. : | MFCD16039581 |
| Formula : |
C5H7NO3
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | - |
| M.W : |
129.11
|
Pubchem ID : | - |
| Synonyms : |
|
Safety of [ 96905-67-8 ]
| Signal Word: | Warning |
Class: | N/A |
| Precautionary Statements: | P280 |
UN#: | N/A |
| Hazard Statements: | H302-H317 |
Packing Group: | N/A |
| GHS Pictogram: |
|
Application In Synthesis of [ 96905-67-8 ]
* 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 [ 96905-67-8 ]
- 1
-
[ 36821-26-8 ]
-
[ 96905-67-8 ]
| Yield | Reaction Conditions | Operation in experiment |
|
With sodium hydroxide |
|
|
With methanol; sodium hydroxide at 20℃; for 1h; |
85.1 Step 1: N-(2-Amino-4-bromophenyl)-2-oxopyrrolidine-3-carboxamide
To a solution of ethyl 2-oxopyrrolidine-3-carboxylate (0.50 g, 3.18 mmol) in MeOH (10 mL) was added 1M NaOH (5 mL). The mixture was stirred at room temperature for 1 h, then HCl (1N aqueous solution, 5 mL) was added and evaporated to dryness. DMF (3 mL) was added and evaporated to give 2-oxopyrrolidine-3-carboxylic acid. To this acid was added DMF (10 mL), 4-bromobenzene-1,2-diamine (0.595 g, 3.18 mmol) and DIPEA (2.2 mL, 12.7 mmol). The mixture was cooled in an ice bath, and HATU (2.42 g, 6.36 mmol) was added over 10 min. The mixture was stirred at room temperature for 30 min, then partitioned between EtOAc and water. The aqueous phase was extracted with more EtOAc, and the combined organic extracts were washed with water and brine, dried (Na2SO4), and evaporated. The residue was purified by silica chromatography (solvent gradient, 2-10% MeOH in DCM) to give the title compound (0.652 g, 69%) as a brown solid. |
Reference：
[1]Basarab, Gregory S.; Jordan, Douglas B.; Gehret, Troy C.; Schwartz, Rand S.
[Bioorganic and Medicinal Chemistry, 2002, vol. 10, # 12, p. 4143 - 4154]
[2]Current Patent Assignee: ROCHE HOLDING AG - CN113015526, 2021, A
Location in patent: Paragraph 1013-1018
- 2
-
[ 22049-95-2 ]
-
[ 96905-67-8 ]
| Yield | Reaction Conditions | Operation in experiment |
| 41.84% |
|
Example 148; N-(3-Fluoro-4-(2-(4-(methylcarbamoylphenyl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-2-oxopyrrolidine-3-carboxamide; Step A: Preparation of 2-oxopyrrolidine-3-carboxylic acid; A flask was charged with <strong>[22049-95-2]methyl 2-oxopyrrolidine-3-carboxylate</strong> (500 mg, 3.49 mmol), potassium trimethylsilanolate (1344 mg, 10.48 mmol) and THF (10 mL). The reaction mixture was stirred at room temperature until the starting material had been consumed (overnight). Then HCl (20 mL, 2.0M in Et2O) was added and the mixture was stirred for 30 minutes. Then the mixture was filtered to remove the solid and the solvent was removed under reduced pressure to give the crude product (188.7 mg, 41.84%), which was used for next step without further purification. |
Chemistry
Pharmaceutical Intermediates
Inhibitors/Agonists
Material Science
For Research Only
110K+ Compounds
Competitive Price
1-2 Day Shipping
