Benzo[b]thiophene-2-Methanol, α-(5-broMo-2-fluorophenyl)- manufacturers
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| | Benzo[b]thiophene-2-Methanol, α-(5-broMo-2-fluorophenyl)- Basic information |
| Product Name: | Benzo[b]thiophene-2-Methanol, α-(5-broMo-2-fluorophenyl)- | | Synonyms: | Benzo[b]thiophene-2-Methanol, α-(5-broMo-2-fluorophenyl)-;benzo[b]thiophen-2-yl(5-broMo-2-fluorophenyl)Methanol;Ipragliflozin interMdiate;1-benzothien-2-yl(5-bromo-2-fluorophenyl)methanol;alpha-(5-Bromo-2-fluorophenyl)benzothiophene-2-methanol;Ipragliflozin-005;α-(5-Bromo-2-fluorophenyl)benzo[b]thiophene-2-methanol,;Ipragliflozin Impurity 10 | | CAS: | 1034305-11-7 | | MF: | C15H10BrFOS | | MW: | 337.21 | | EINECS: | | | Product Categories: | | | Mol File: | 1034305-11-7.mol | ![Benzo[b]thiophene-2-Methanol, α-(5-broMo-2-fluorophenyl)- Structure](CAS/20150408/GIF/1034305-11-7.gif) |
| | Benzo[b]thiophene-2-Methanol, α-(5-broMo-2-fluorophenyl)- Chemical Properties |
| Boiling point | 458.7±40.0 °C(Predicted) | | density | 1.597±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C(protect from light) | | pka | 12.52±0.20(Predicted) | | Appearance | White to off-white Solid | | InChI | InChI=1S/C15H10BrFOS/c16-10-5-6-12(17)11(8-10)15(18)14-7-9-3-1-2-4-13(9)19-14/h1-8,15,18H | | InChIKey | BUUJMMYEBTVSHQ-UHFFFAOYSA-N | | SMILES | C(C1SC2=CC=CC=C2C=1)(C1=CC(Br)=CC=C1F)O |
| | Benzo[b]thiophene-2-Methanol, α-(5-broMo-2-fluorophenyl)- Usage And Synthesis |
| Uses | Benzo[b]thiophene-2-Methanol, α-(5-broMo-2-fluorophenyl)- can be used in pharmaceutical synthesis and scientific research. | | Synthesis | At -78 °C, 16.6 g (124 mmol) of benzothiophene was dissolved in 200 mL of tetrahydrofuran. 78.5 mL (937 mmol) of n-butyllithium was slowly added, keeping the reaction temperature at -78 °C with continuous stirring for 1.5 hours. Subsequently, 23.95 g (118 mmol) of 5-bromo-2-fluorobenzaldehyde was dissolved in 300 mL of tetrahydrofuran and this solution was added drop-wise to the above benzothiophene solution and stirring was continued at -78 °C for 2 hours. Upon completion of the reaction, water and ether were added to the mixture for extraction. The organic phase was separated, dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography (eluent: ethyl acetate/hexane mixed solvent) to afford the target product benzo[b]thiophen-2-yl(5-bromo-2-fluorophenyl)methanol 35.4 g, with 99.5% purity and 89% yield. | | References | [1] Patent: CN108276396, 2018, A. Location in patent: Paragraph 0041; 0046; 0047; 0062; 0077
[2] Patent: EP2105442, 2009, A1. Location in patent: Page/Page column 13
[3] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 10, p. 3263 - 3279 |
| | Benzo[b]thiophene-2-Methanol, α-(5-broMo-2-fluorophenyl)- Preparation Products And Raw materials |
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