5-Chloropyrazolo[1,5-a]pyrimidine
- Product Name
- 5-Chloropyrazolo[1,5-a]pyrimidine
- CAS No.
- 29274-24-6
- Chemical Name
- 5-Chloropyrazolo[1,5-a]pyrimidine
- Synonyms
- Larotinib Impurity 2;Larotrectinib CPP Impurity;WEPRLWNMBTYGGD-UHFFFAOYSA-N;5-Chloropyrazolo[1,5-a]py...;5-CHLOROPYRAZOLO[1,5-A]PYRIMIDINE;5-chlorpyrazole [1,5-a] pyrimidine;5-Chloropyrazole [1,5-a] pyrimidine;Pyrazolo[1,5-a]pyriMidine, 5-chloro-;5-Chloropyrazolo[1,5-a]pyrimidine 97%;3-(2,5-dioxopyrrolidin-5-yl)propanoicacid
- CBNumber
- CB61478196
- Molecular Formula
- C6H4ClN3
- Formula Weight
- 153.57
- MOL File
- 29274-24-6.mol
5-Chloropyrazolo[1,5-a]pyrimidine Property
- Density
- 1.51±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- -0.49±0.30(Predicted)
- Appearance
- Light brown to yellow Solid
- InChI
- InChI=1S/C6H4ClN3/c7-5-2-4-10-6(9-5)1-3-8-10/h1-4H
- InChIKey
- WEPRLWNMBTYGGD-UHFFFAOYSA-N
- SMILES
- C12=CC=NN1C=CC(Cl)=N2
Safety
- RIDADR
- UN2811
- HazardClass
- IRRITANT
- HS Code
- 2933599590
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.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
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
- C380060
- Product name
- 5-Chloropyrazolo[1,5-a]pyrimidine
- Packaging
- 250mg
- Price
- $155
- Updated
- 2021/12/16
- Product number
- X0283
- Product name
- 5-Chloropyrazolo[1,5-a]pyrimidine
- Packaging
- 1g
- Price
- $27
- Updated
- 2021/12/16
- Product number
- J98514
- Product name
- 5-Chloropyrazolo[1,5-a]pyrimidine
- Packaging
- 10g
- Price
- $105
- Updated
- 2021/12/16
- Product number
- 3H32-5-2D
- Product name
- 5-Chloropyrazolo[1,5-a]pyrimidine
- Packaging
- 1g
- Price
- $115
- Updated
- 2021/12/16
- Product number
- FC142398
- Product name
- 5-Chloropyrazolo[1,5-a]pyrimidine
- Packaging
- 1g
- Price
- $120
- Updated
- 2021/12/16
5-Chloropyrazolo[1,5-a]pyrimidine Chemical Properties,Usage,Production
Uses
5-Chloropyrazolo[1,5-a]pyrimidine was used in the preparation of β-substituted biarylphenylalanine amides as selective amino amide dipeptidyl peptidase IV inhibitors for treatment of type 2 diabetes.
Synthesis
29274-22-4
29274-24-6
General procedure for the synthesis of 5-chloropyrazolo[1,5-a]pyrimidin-5-ol from pyrazolo[1,5-a]pyrimidin-5-ol: Pyrazolo[1,5-a]pyrimidin-5-ol (17.0 g, 126 mmol) was dissolved in phosphorus triclosan (100 mL) and heated to reflux for 3 hours. Upon completion of the reaction, the reaction was cooled to room temperature and the reaction mixture was concentrated under reduced pressure to remove excess phosphorous trichloride. Dichloromethane (100 mL) was added to the residue to dissolve it, followed by careful washing of the organic phase with saturated aqueous sodium bicarbonate solution (100 mL x 3) to neutralize acidic impurities. The organic phase was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the crude product. The crude product was purified by short silica gel column chromatography, using 50% ethyl acetate in hexane solution as eluent, the target fraction was collected and concentrated under reduced pressure to give 5-chloropyrazolo[1,5-a]pyrimidine (13.1 g, 68% yield).
References
[1] Patent: WO2011/29027, 2011, A1. Location in patent: Page/Page column 42
[2] Patent: US2016/168156, 2016, A1. Location in patent: Paragraph 0350; 0354; 0355
[3] Patent: WO2013/12915, 2013, A1. Location in patent: Paragraph 00681
[4] Patent: WO2014/151147, 2014, A1. Location in patent: Paragraph 00641
[5] Patent: US9295673, 2016, B2. Location in patent: Page/Page column 351
5-Chloropyrazolo[1,5-a]pyrimidine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-Chloropyrazolo[1,5-a]pyrimidine manufacturers
- Product
- 5-Chloropyrazolo[1,5-a]pyrimidine 29274-24-6
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-30
- Product
- 5-chloropyrazolo[1,5-a]pyrimidine 29274-24-6
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 500kg
- Release date
- 2023-09-22
- Product
- 5-Chloropyrazolo[1,5-a]pyrimidine 29274-24-6
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 100 kg/Month
- Release date
- 2024-07-03