Alternatived Products of [ 1050510-36-5 ]
Product Details of [ 1050510-36-5 ]
CAS No. : | 1050510-36-5 |
MDL No. : | MFCD04039015 |
Formula : |
C10H13BO3
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | FWFQJSWJLZPMAL-UHFFFAOYSA-N |
M.W : |
192.02
|
Pubchem ID : | 4198748 |
Synonyms : |
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Safety of [ 1050510-36-5 ]
Application In Synthesis of [ 1050510-36-5 ]
* 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 [ 1050510-36-5 ]
- 1
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[ 1050510-36-5 ]
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[ 1142005-21-7 ]
-
[ 1142005-33-1 ]
Yield | Reaction Conditions | Operation in experiment |
35% |
With sodium carbonate In 1,4-dioxane; water at 110℃; for 1h; Heating / reflux; |
8A.I
To the stirred mixture of 4-(6-chloro-pyrimidin-4-ylcarbamoyl)-piperidine-1 -carboxylic acid benzyl ester (VIII) (0.59 g , 1.6 mmol) and 2-(cyclopropylmethoxy)phenyl boronic acid (0.34 g, 1.9 mmol) in saturated sodium carbonate solution (5 ml) and 1 ,4-dioxane (5 ml) was added palladium(ll) acetate (0.071 g, 0.32 mmol) followed by thphenylphosphine (0.083 g, 0.32 mmol) at room temperature under an atmosphere of nitrogen. The resulting mixture was heated to reflux at 110°C for one hour and monitored by TLC. The reaction mixture was filtered through a celite bed and the filtrate was extracted with ethyl acetate (3 * 100 mL). The organic layers were separated, combined, dried over sodium sulfate and concentrated under reduced pressure. The crude product was purified by flash column chromatography (silica gel, elution with 50% ethyl acetate/n-hexanes) to afford 4-[6-(2-cyclopropylmethoxy-phenyl)-pyhmidin-4- ylcarbamoyl]-piperidine-1 -carboxylic acid benzyl ester (XV) (0.4 g, 35%) as a white solid. HPLC purity λ = 220 nm: 98%. ESMS: m/z = 487 (M+1 ). |
- 2
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[ 110-91-8 ]
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[ 1050510-36-5 ]
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[ 90-02-8 ]
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2-((2-(cyclopropylmethoxy)phenyl)(morpholino)methyl)phenol
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
94% |
With lanthanum(lll) triflate In 1,4-dioxane at 80℃; for 0.0333333h; Inert atmosphere; Microwave irradiation; |
Synthesis of methyl 3-((2-chlorophenyl)(morpholino)methyl)-4-hydroxybenzoate (4a)MWI method
General procedure: A dry Pyrex tube fitted with an air-tight rubber cap was charged with methyl 3-formyl-4-hydroxybenzoate (1a, 100 mg, 0.55 mmol), morpholine (2a, 48 mg, 0.55 mmol), and 2-chloro phenylboronic acid (3a, 86.0 mg, 0.55 mmol). Under argon, La(OTf)3 (3.0 mg, 0.005 mmol) and argon-purged 1,4-dioxane (2 mL) were added. The resulting mixture was placed in the CEM microwave reactor and allowed to react at 39-110°C for 2-22 min (Table 2). Then the reaction mixture was cooled and filtered and the filtrate was transferred to a separating funnel and diluted with ethyl acetate and water. The organic phase was separated and dried over anhydrous sodium sulfate. The organic solution was filtered and the filtrate concentrated prior to silica gel chromatography using hexane-ethyl acetate (50:1). The fractions were concentrated and dried in vacuum to get 196 mg (yield, 98 %) of methyl 3-((2-chlorophenyl)(morpholino)methyl)-4-hydroxybenzoate (4a) as a white solid, m.p. 140-142°C. The used catalyst from different experiments was combined by filtration, washed with ether and dried overnight in a vacuum oven and reused for further reactions. |
89% |
With chitosan In 1,4-dioxane at 80℃; for 0.833333h; Green chemistry; |
|
Reference:
[1]Reddy, Bijivemula N.; Rani, Chinthaparthi Radha; Reddy; Pathak, Madhvesh
[Research on Chemical Intermediates, 2016, vol. 42, # 10, p. 7533 - 7549]
[2]Reddy, Sirigi Reddy Sudharsan; Reddy, Bhoomireddy Rajendra Prasad; Reddy, Peddiahgari Vasu Govardhana
[Tetrahedron Letters, 2015, vol. 56, # 35, p. 4984 - 4989]
- 3
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[ 856851-34-8 ]
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[ 1050510-36-5 ]
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3-[2-(cyclopropylmethoxy)phenyl]pyridine-2,6-diamine hydrochloride
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
48% |
Stage #1: 2,6-diamino-3-iodopyridine; [2-(cyclopropylmethoxy)phenyl]boronic acid With potassium carbonate In 1,4-dioxane for 0.25h; Inert atmosphere;
Stage #2: With chloro[(tri-tert-butylphosphine)-2-(2-aminobiphenyl)]palladium (II) In 1,4-dioxane; water at 80℃; Sealed tube;
Stage #3: With hydrogenchloride In water; acetonitrile |
Method 20:
General procedure: In a microwave vial, to a suspension of aryl iodide (1.0 eq.) and aryl boronic acid (1.0- 2.5 eq.) in dioxane (C = 0.2 M) was added dropwise an aqueous solution of K2CO3 (1.2 M, 2.0 eq.). The resulting suspension was degassed with argon bubbling for 15 min and PdP(/Bu) PdG2 (7 mol%) was then added in one portion. The vial was sealed and the mixture was stirred at 80 °C until no more evolution was noticed by UPLC-MS (overnight, unless mentioned otherwise). The reaction mixture was cooled to rt, filtered on a Celite pad and the cake was washed with MeOH. The filtrate was concentrated in vacuo and the residue was purified. The obtained solid was further purified when necessary. For specific examples, the corresponding hydrochloride salt has been prepared. |