Alternatived Products of [ 934826-20-7 ]
Product Details of [ 934826-20-7 ]
CAS No. : | 934826-20-7 |
MDL No. : | MFCD13181647 |
Formula : |
C8H11BO3
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Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
165.98
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Pubchem ID : | - |
Synonyms : |
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Safety of [ 934826-20-7 ]
Application In Synthesis of [ 934826-20-7 ]
* 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 [ 934826-20-7 ]
- 1
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[ 269410-25-5 ]
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[ 934826-20-7 ]
Yield | Reaction Conditions | Operation in experiment |
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With hydrogenchloride; water In dichloromethane for 1.5h; |
4-Hydroxy-3,5-dimethylphenylboronic acid pinacol ester (700 mg) was dissolved in dichloromethane (2.5 ml) and 2N hydrochloric acid (2.5 ml) was added. It was stirred vigorously for 1,5 h and the mixture was extracted with a mixture of dichloromethane an methanol (100:1; 50 ml). The solution was dried (sodium sulfate) and the solvent was removed in vacuum. The residue was dissolved in 1-propanol (35 ml) and Int1.2 (500 mg), 2M potassium carbonate-solution (3,5 ml), triphenylphosphine (12.6 mg) and PdCl2(PPh3)2 (161 mg) were added. The mixture was heated to reflux for 2h, water (50 ml) was added and the mixture was extracted with ethyl acetate. The solution was dried (sodium sulfate) and the solvent was removed in vacuum. Silica gel chromatography gave 266 mg of the title compound. 1H-NMR (300MHz, DMSO-d6): δ [ppm]= 2.18 (s, 6H), 5.94 (s, 2H), 7.24 (s, 2H), 7.32 (dd, 1 H), 7.64 (dd, 1 H), 8.56 - 8.78 (m, 1 H). |
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With hydrogenchloride In dichloromethane; water for 0.0833333h; |
02.09
To a solution of 2,6-dimethyl-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2- yl)phenol (777 mg) in dichloromethane was added aqueous hydrochloric acid (c=2N, 7.5 mL). The mixture was vigorously shaken for 5 minutes, the organic phase was separated and the aqueous phase was extracted with a mixture ofdichloromethane and methanol (100:1). The combined organic phases were dried (sodium sulfate) and the solvent was removed in vacuum.The residue (720 mg) was dissolved in 1-propanol (35 mL) and a 2 M potassium carbonate solution (3.5 mL), 6-bromo[1 ,2,4]triazolo[1 ,5-a]pyrazin-2-amine (500 mg), triphenylphosphine (13 mg) and PdCl2(PPh3)2 (164 mg) were added. Themixture was heated to reftux for 3h, water (100 mL) was added and the mixture was extracted with a mixture of ethyl acetate and hexane (3:1). The organic phase was washed with water and with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum. Silicagel chromatography gave a solid that was triturated with ethanol to give 250 mg of the title compound. |
- 2
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[ 934826-20-7 ]
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[ 1184915-33-0 ]
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4-(2-amino[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-2,6-dimethylphenol
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
250 mg |
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; triphenylphosphine In propan-1-ol for 3h; Reflux; |
02.09 4-(2-amino[1 , 2,4]triazolo[1 , 5-a]pyrazin-6-yl)-2,6-dimethylphenol
To a solution of 2,6-dimethyl-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2- yl)phenol (777 mg) in dichloromethane was added aqueous hydrochloric acid (c=2N, 7.5 mL). The mixture was vigorously shaken for 5 minutes, the organic phase was separated and the aqueous phase was extracted with a mixture ofdichloromethane and methanol (100:1). The combined organic phases were dried (sodium sulfate) and the solvent was removed in vacuum.The residue (720 mg) was dissolved in 1-propanol (35 mL) and a 2 M potassium carbonate solution (3.5 mL), 6-bromo[1 ,2,4]triazolo[1 ,5-a]pyrazin-2-amine (500 mg), triphenylphosphine (13 mg) and PdCl2(PPh3)2 (164 mg) were added. Themixture was heated to reftux for 3h, water (100 mL) was added and the mixture was extracted with a mixture of ethyl acetate and hexane (3:1). The organic phase was washed with water and with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum. Silicagel chromatography gave a solid that was triturated with ethanol to give250 mg of the title compound. |
- 3
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[ 76-09-5 ]
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[ 934826-20-7 ]
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[ 269410-25-5 ]
Yield | Reaction Conditions | Operation in experiment |
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In ethyl acetate at 40℃; |
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Reference:
[1]Zernickel, Anna; Du, Weiyuan; Ghorpade, Seema A.; Sawant, Dinesh N.; Makki, Arwa A.; Sekar, Nagaiyan; Eppinger, Jörg
[Journal of Organic Chemistry, 2018, vol. 83, # 4, p. 1842 - 1851]