7-Bromoisoquinoline-3-carboxylic acid
- Product Name
- 7-Bromoisoquinoline-3-carboxylic acid
- CAS No.
- 660830-63-7
- Chemical Name
- 7-Bromoisoquinoline-3-carboxylic acid
- Synonyms
- 7-Bromo-3-isoquinolinecarboxylic acid;7-Bromoisoquinoline-3-carboxylic acid;3-Isoquinolinecarboxylic acid, 7-bromo-;7-bromoisoquinoline-3-carboxylic acid - [B9895];7-Bromoisoquinoline-3-carboxylic acid ISO 9001：2015 REACH
- CBNumber
- CB72471407
- Molecular Formula
- C10H6BrNO2
- Formula Weight
- 252.06
- MOL File
- 660830-63-7.mol
7-Bromoisoquinoline-3-carboxylic acid Property
- Boiling point:
- 420.0±30.0 °C(Predicted)
- Density
- 1.732±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 1.06±0.30(Predicted)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- FB143826
- Product name
- 7-Bromoisoquinoline-3-carboxylic acid
- Packaging
- 10mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- FB143826
- Product name
- 7-Bromoisoquinoline-3-carboxylic acid
- Packaging
- 25mg
- Price
- $125
- Updated
- 2021/12/16
- Product number
- FB143826
- Product name
- 7-Bromoisoquinoline-3-carboxylic acid
- Packaging
- 50mg
- Price
- $200
- Updated
- 2021/12/16
- Product number
- FB143826
- Product name
- 7-Bromoisoquinoline-3-carboxylic acid
- Packaging
- 100mg
- Price
- $300
- Updated
- 2021/12/16
- Product number
- Y5505
- Product name
- 7-Bromoisoquinoline-3-carboxylicacid
- Packaging
- 50mg
- Price
- $320
- Updated
- 2021/12/16
7-Bromoisoquinoline-3-carboxylic acid Chemical Properties,Usage,Production
Synthesis
660830-62-6
660830-63-7
General procedure for the synthesis of 7-bromoisoquinoline-3-carboxylic acid from ethyl 7-bromoisoquinoline-3-carboxylate: to a solution of 4-bromophthalic acid (3.0 g, 12.24 mmol) in 30 mL of THF was added dropwise a solution of borane-THF complex (1.0 M) at 0 °C. The solution was heated to room temperature and stirred for 3 hours. The reaction mixture was quenched by addition of HCl (2N) at 0°C. The product was extracted with ethyl acetate and washed with saturated aqueous NaHCO3 solution. The organic layer was dried over Na2SO4 and concentrated under reduced pressure to give 2.8 g (100%) of 4-bromo-2-hydroxymethylbenzyl alcohol as a colorless oil.1H NMR (CDCl3) δ 7.28 (m, 2H), 7.26 (m, 1H), 4.69 (s, 4H), 2.80 (bs, 2H). To a solution of oxalyl chloride (2.37 mL, 4.607 mmol) in DCM (20 mL) was added DMSO (1.95 mL) dropwise at -78 °C. The mixture was stirred at -78 °C for 30 min and the diol solution (1.00 g, 4.607 mmol) was added dropwise. The reaction mixture was stirred for 2 hours and TEA (11.5 mL) was added. The reaction mixture was warmed to room temperature and water was added. The organic layer was separated and washed with saturated aqueous NaHCO3. The organic layer was dried over Na2SO4 and concentrated under reduced pressure to give 4-bromobenzene-1,2-dicarboxaldehyde as a yellow oil (0.450 g, 46%). A mixture of 4-bromobenzene-1,2-dicarboxaldehyde (0.450 g, 2.137 mmol), diethylaminomalonate (0.452 g, 2.137 mmol) and sodium ethoxide (0.218 g, 3.20 mmol) in anhydrous ethanol (15 mL) was refluxed for 4 hours. The solution was cooled to room temperature and concentrated under reduced pressure. The crude residue was purified by fast column chromatography (silica gel, 0.5% MeOH in CHCl3) to give 0.460 g (78%) of ethyl 7-bromoisoquinoline-3-carboxylate. Hydrolysis was carried out according to General Method C to give 0.350 g (85%) of 7-bromoisoquinoline-3-carboxylic acid as a white solid.LC/MS (m/z): 253 (M+1)+. Methyl (2S)-amino-3-biphenyl-4-yl-propionate (340 mg, 13.9 mmol) was reacted with 7-bromoisoquinoline-3-carboxylic acid (350 mg, 13.9 mmol) as described in General Method A. The reaction was carried out as described in General Method B. The reaction was carried out as described in General Method C. The reaction was carried out as described in General Method C. The resulting compound was hydrolyzed according to General Method C to give 7-bromoisoquinoline-3-carboxylic acid (132 mg, 81%) as a white solid.
References
[1] Patent: WO2004/14844, 2004, A2. Location in patent: Page 179; 185-186
[2] Patent: WO2018/15879, 2018, A1. Location in patent: Page/Page column 85-86
7-Bromoisoquinoline-3-carboxylic acid Preparation Products And Raw materials
Raw materials
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