METHYL 3-BROMOINDOLE-6-CARBOXYLATE
- Product Name
- METHYL 3-BROMOINDOLE-6-CARBOXYLATE
- CAS No.
- 860457-92-7
- Chemical Name
- METHYL 3-BROMOINDOLE-6-CARBOXYLATE
- Synonyms
- METHYL 3-BROMOINDOLE-6-CARBOXYLATE;Methyl 3-broMo-1H-indole-6-carboxylate;3-Bromo-1H-indole-6-carboxylic acid methyl ester;methyl 3-bromo-1H-indole-6-carboxylate - [M25779];1H-Indole-6-carboxylic acid, 3-bromo-, methyl ester
- CBNumber
- CB72456325
- Molecular Formula
- C10H8BrNO2
- Formula Weight
- 254.08
- MOL File
- 860457-92-7.mol
METHYL 3-BROMOINDOLE-6-CARBOXYLATE Property
- Boiling point:
- 386.2±22.0 °C(Predicted)
- Density
- 1.629
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- 14.13±0.30(Predicted)
- Appearance
- Light brown to brown Solid
- InChI
- InChI=1S/C10H8BrNO2/c1-14-10(13)6-2-3-7-8(11)5-12-9(7)4-6/h2-5,12H,1H3
- InChIKey
- YSCNGZSJIYDSOC-UHFFFAOYSA-N
- SMILES
- N1C2=C(C=CC(C(OC)=O)=C2)C(Br)=C1
N-Bromosuccinimide Price
- Product number
- M295908
- Product name
- Methyl3-bromoindole-6-carboxylate
- Packaging
- 100mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- M295908
- Product name
- Methyl3-bromoindole-6-carboxylate
- Packaging
- 500mg
- Price
- $125
- Updated
- 2021/12/16
- Product number
- W8842
- Product name
- Methyl3-bromoindole-6-carboxylate
- Packaging
- 1g
- Price
- $61
- Updated
- 2021/12/16
- Product number
- 072672
- Product name
- Methyl 3-bromoindole-6-carboxylate
- Purity
- 95+%
- Packaging
- 1g
- Price
- $77
- Updated
- 2021/12/16
- Product number
- 072672
- Product name
- Methyl 3-bromoindole-6-carboxylate
- Purity
- 95+%
- Packaging
- 5g
- Price
- $272
- Updated
- 2021/12/16
METHYL 3-BROMOINDOLE-6-CARBOXYLATE Chemical Properties,Usage,Production
Uses
Methyl 3-bromoindole-6-carboxylate is an organic synthesis intermediate, mainly used in the synthesis of indole-containing compounds, such as drugs, dyes and other chemical products.
Synthesis
50820-65-0
860457-92-7
Methyl 1H-indole-6-carboxylate (1.00 g, 5.71 mmol) was dissolved in anhydrous DMF (10 mL) under nitrogen atmosphere. A solution of N-bromosuccinimide (NBS, 1.04 g, 5.84 mmol) in anhydrous DMF (10 mL) was added slowly dropwise at -60 °C over 20 min. The reaction mixture was stirred at -60 °C, followed by a slow warming to room temperature over 3 hours. Upon completion of the reaction, it was extracted with ethyl acetate (100 mL) and water (20 mL, repeated three times). The organic layers were combined and the solvent was removed by vacuum concentration. The residue was purified by silica gel column chromatography with the eluents being petroleum ether and ethyl acetate (the proportion of ethyl acetate was increased in a gradient from 0%) to give methyl 3-bromoindole-6-carboxylate (1.41 g, 98% yield). The product was characterized by 1H NMR (600 MHz, CD3OD): δ 8.15 (s, 1H), 7.80 (d, J = 6.0 Hz, 1H), 7.50 (m, 2H), 3.94 (s, 3H).
References
[1] Patent: WO2017/197240, 2017, A1. Location in patent: Page/Page column 204
[2] Patent: WO2009/147121, 2009, A1. Location in patent: Page/Page column 35
[3] Advanced Synthesis and Catalysis, 2018, vol. 360, # 4, p. 626 - 630
[4] Patent: US2005/165049, 2005, A1. Location in patent: Page/Page column 15
[5] Patent: WO2017/184658, 2017, A1. Location in patent: Page/Page column 19; 20
METHYL 3-BROMOINDOLE-6-CARBOXYLATE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from METHYL 3-BROMOINDOLE-6-CARBOXYLATE manufacturers
- Product
- Methyl 3-Bromoindole-6-carboxylate 860457-92-7
- Price
- US $0.00-0.00/KG
- Min. Order
- 1g
- Purity
- 98%min
- Supply Ability
- 100kgs/month
- Release date
- 2021-11-22