Alternatived Products of [ 918145-42-3 ]
Product Details of [ 918145-42-3 ]
| CAS No. : | 918145-42-3 |
MDL No. : | MFCD28122794 |
| Formula : |
C10H12BrNO2
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | - |
| M.W : |
258.11
|
Pubchem ID : | - |
| Synonyms : |
|
Safety of [ 918145-42-3 ]
| Signal Word: | |
Class: | |
| Precautionary Statements: | |
UN#: | |
| Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 918145-42-3 ]
* 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.
- Upstream synthesis route of [ 918145-42-3 ]
- Downstream synthetic route of [ 918145-42-3 ]
- 1
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[ 918145-42-3 ]
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[ 1993-03-9 ]
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[ 918145-41-2 ]
| Yield | Reaction Conditions | Operation in experiment |
| 74% |
With sodium carbonate; triphenylphosphine;palladium diacetate; In ethanol; water; toluene; for 5.0h;Heating / reflux; |
A mixture of 1000 mg (3.87 mmol) of <strong>[918145-42-3]3-(6-bromopyridin-3-yl)propionic acid ethyl ester</strong>, 596.3 mg (4.26 mmol) of 2-fluorophenylboronic acid, 43.5 mg (0.19 mmol) of palladium acetate, 101.6 mg (0.38 mmol) of triphenylphosphane, 3.88 ml of a 1 M sodium carbonate solution, 23 ml of toluene and 6 ml of ethanol was heated under reflux for 5 h and, after cooling, poured into water. The resulting mixture was extracted with ethyl acetate. The organic phase was separated and concentrated, and the residue was purified by chromatography (silica gel, n-heptane/ethyl acetate 5:1). Yield: 782 mg (74 %). |
- 2
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[ 918145-42-3 ]
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[ 656827-76-8 ]
| Yield | Reaction Conditions | Operation in experiment |
| 96% |
With lithium borohydride; In tetrahydrofuran; at 40℃; for 3.0h; |
Under argon, 560 mg (2.17 mmol) of 3-(6-bromopyridin-3-yl)propionic acid ethyl ester and 94.6 mg (4.34 mmol) of lithium borohydride were stirred in 40 ml of THF at 40 C for 3 h. After cooling, the mixture was cautiously hydrolyzed with water, the precipitate was filtered off with suction, and the filtrate was concentrated and admixed with water and ethyl acetate. The organic phase was separated, washed with water and concentrated. Yield: 450 mg (96 %). MS: M+H+ = 216.1. |
- 3
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[ 149806-06-4 ]
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[ 918145-42-3 ]
- 4
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[ 656827-74-6 ]
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[ 918145-42-3 ]
- 5
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[ 918145-42-3 ]
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[ 536-74-3 ]
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[ 1429427-41-7 ]
- 6
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[ 73290-22-9 ]
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[ 193065-68-8 ]
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[ 918145-42-3 ]
| Yield | Reaction Conditions | Operation in experiment |
|
With PalladiumTetrakis; In tetrahydrofuran; at 0 - 20℃;Inert atmosphere; |
Preparative Example 2.9 - 3-(6-Bromopyridin-3-yl)propanoate [00229] Palladium tetrakis (1.64 g, 1.41 mmol) was added to a solution of 2-bromo-4- iodopyridine (4.00 g, 14.1 mmol) in THF (28.2 ml) under an argon atmosphere. The mixture was cooled to 0 C, 3-ethoxy-3-oxopropylzinc bromide (36.6 mL, 18.3 mmol) was slowly added to the reaction mixture and stirred for 1 hour. The mixture was then allowed to warm to room temperature overnight. An aqueous ammonium chloride was added to the reaction mixture and stirred for 5 minues. pH was then adjusted to ~8 with aqueous sodium bicarbonate and product was extracted with ethyl acetate (3x). The combined organic layers were dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate/hexanes) to afford ethyl 3-(6-bromopyridin-3-yl)propanoate. MS ESI calc'd for Ci0H13BrNO2 [M + H]+ 258 and 260, found 258 and 260. |
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