3-broMo-5,7-dichloropyrazolo(1,5-a)pyriMidine
- Product Name
- 3-broMo-5,7-dichloropyrazolo(1,5-a)pyriMidine
- CAS No.
- 114040-06-1
- Chemical Name
- 3-broMo-5,7-dichloropyrazolo(1,5-a)pyriMidine
- Synonyms
- 3-Bromo-5,7-dichloropyrazolo[1,5-a]pyrimidine;Pyrazolo[1,5-a]pyrimidine, 3-bromo-5,7-dichloro-;3- bromide -5, 7- two chloro pyrazole, [1, 5-A] pyrimidine;3-broMo-5,7-dichloropyrazolo(1,5-a)pyriMidine ISO 9001:2015 REACH
- CBNumber
- CB31504559
- Molecular Formula
- C6H2BrCl2N3
- Formula Weight
- 266.91
- MOL File
- 114040-06-1.mol
3-broMo-5,7-dichloropyrazolo(1,5-a)pyriMidine Property
- Melting point:
- 73-75 °C
- Density
- 2.16
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- -3.17±0.40(Predicted)
- Appearance
- Yellow to brown Solid
- InChI
- InChI=1S/C6H2BrCl2N3/c7-3-2-10-12-5(9)1-4(8)11-6(3)12/h1-2H
- InChIKey
- CJIKMWXLGRVJMI-UHFFFAOYSA-N
- SMILES
- C12=C(Br)C=NN1C(Cl)=CC(Cl)=N2
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
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
- B684655
- Product name
- 3-Bromo-5,7-dichloro-pyrazolo[1,5-a]pyrimidine
- Packaging
- 250mg
- Price
- $165
- Updated
- 2021/12/16
- Product number
- 114081
- Product name
- 3-Bromo-5,7-dichloropyrazolo[1,5-a]pyrimidine
- Purity
- 97%
- Packaging
- 1g
- Price
- $99
- Updated
- 2021/12/16
- Product number
- 2348AA
- Product name
- 3-Bromo-5,7-dichloropyrazolo[1,5-a]pyrimidine
- Packaging
- 1g
- Price
- $168
- Updated
- 2021/12/16
- Product number
- HCH0027694
- Product name
- 3-BROMO-5,7-DICHLOROPYRAZOLO[1,5-A]PYRIMIDINE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $496.86
- Updated
- 2021/12/16
- Product number
- 2348AA
- Product name
- 3-Bromo-5,7-dichloropyrazolo[1,5-a]pyrimidine
- Packaging
- 25g
- Price
- $1511
- Updated
- 2021/12/16
3-broMo-5,7-dichloropyrazolo(1,5-a)pyriMidine Chemical Properties,Usage,Production
Uses
3-Bromo-5,7-dichloro-pyrazolo[1,5-a]pyrimidine is an intermediate used in the synthesis of inhibitors of mitogen-activated protein kinase-activated protein kinase 2 as an antiinflammatory target.
Synthesis
57489-77-7
114040-06-1
General procedure for the synthesis of 3-bromo-5,7-dichloropyrazolo[1,5-a]pyrimidines from 5,7-dichloropyrazolo[1,5-a]pyrimidines: To a solution of 5,7-dichloropyrazolo[1,5-a]pyrimidines (1 g, 5.32 mmol) in acetonitrile (20 mL) was added N-bromosuccinimide (1.04 g, 5.85 mmol) and ammonium ceric nitrate (0.029 g, 0.053 mmol). The reaction mixture was heated to reflux for 1 hour. After completion of the reaction, the reaction mixture was washed sequentially with 10% aqueous sodium bisulfite (30 mL) and brine (20 mL). The organic phase was dried with magnesium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography with 20% ether/hexane as eluent to afford 3-bromo-5,7-dichloropyrazolo[1,5-a]pyrimidine as a yellow solid (1.33 g, 92% yield). δH (400 MHz; d4-CDCl3) 8.22 (1H, s), 7.04 (1H, s).
References
[1] Patent: WO2004/87707, 2004, A1. Location in patent: Page 33; 34
[2] Patent: WO2014/75168, 2014, A1. Location in patent: Page/Page column 53
[3] Patent: WO2015/70349, 2015, A1. Location in patent: Page/Page column 22; 23
[4] ACS Medicinal Chemistry Letters, 2016, vol. 7, # 7, p. 671 - 675
[5] Journal of Medicinal Chemistry, 2012, vol. 55, # 15, p. 6700 - 6715
3-broMo-5,7-dichloropyrazolo(1,5-a)pyriMidine Preparation Products And Raw materials
Raw materials
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View Lastest Price from 3-broMo-5,7-dichloropyrazolo(1,5-a)pyriMidine manufacturers
- Product
- 3-broMo-5,7-dichloropyrazolo(1,5-a)pyriMidine 114040-06-1
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-12-01
- Product
- 3-broMo-5,7-dichloropyrazolo(1,5-a)pyriMidine 114040-06-1
- Price
- US $9.80/KG
- Min. Order
- 1g
- Purity
- ≥99%
- Supply Ability
- 100kg
- Release date
- 2020-01-02