2,4-DICHLORO-7H-PYRROLO2,3-DPYRIMIDINE
- Product Name
- 2,4-DICHLORO-7H-PYRROLO2,3-DPYRIMIDINE
- CAS No.
- 90213-66-4
- Chemical Name
- 2,4-DICHLORO-7H-PYRROLO2,3-DPYRIMIDINE
- Synonyms
- 2,6-Dichloro-7-deazapurine;Tofacitinib-8;oro-7H-pyrroL;4,6-DICHLORO PURINE;o (2,3-d)pyrimidine;Tofatinib Impurity 7;2,6-dichloro-7-deazapurin ;Tofacitinib Intermediate II;2,4-Dichloro-7H-pyrrolo[2...;2,6-Dichloro-7-deazapurine>
- CBNumber
- CB7418105
- Molecular Formula
- C6H3Cl2N3
- Formula Weight
- 188.01
- MOL File
- 90213-66-4.mol
2,4-DICHLORO-7H-PYRROLO2,3-DPYRIMIDINE Property
- Melting point:
- 247-250°C
- Boiling point:
- 312.0±52.0 °C(Predicted)
- Density
- 1.79±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Acetone (Slightly), DMSO (Slightly), Methanol (Slightly)
- pka
- 9.18±0.20(Predicted)
- form
- Solid
- color
- Off-White to Yellow
- Water Solubility
- Soluble in DMSO, ethyl acetate and methanol. Slightly soluble in water.
- InChI
- InChI=1S/C6H3Cl2N3/c7-4-3-1-2-9-5(3)11-6(8)10-4/h1-2H,(H,9,10,11)
- InChIKey
- GHXBPCSSQOKKGB-UHFFFAOYSA-N
- SMILES
- C1(Cl)=NC(Cl)=C2C=CNC2=N1
Safety
- Hazard Codes
- T
- Risk Statements
- 25-36-36/37/38-22
- Safety Statements
- 26-45-28-36
- RIDADR
- UN2811
- HazardClass
- IRRITANT
- HS Code
- 29335990
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.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- D4284
- Product name
- 2,6-Dichloro-7-deazapurine
- Purity
- >98.0%(HPLC)(N)
- Packaging
- 1g
- Price
- $33
- Updated
- 2025/07/31
- Product number
- D4284
- Product name
- 2,6-Dichloro-7-deazapurine
- Purity
- >98.0%(HPLC)(N)
- Packaging
- 5g
- Price
- $79
- Updated
- 2025/07/31
- Product number
- D3530-65
- Product name
- 2,6-Dichloro-7-deazapurine
- Packaging
- 500mg
- Price
- $382
- Updated
- 2021/12/16
- Product number
- D434025
- Product name
- 2,6-Dichloro-7-deazapurine
- Packaging
- 25g
- Price
- $100
- Updated
- 2021/12/16
- Product number
- J92474
- Product name
- 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine
- Packaging
- 25g
- Price
- $112
- Updated
- 2021/12/16
2,4-DICHLORO-7H-PYRROLO2,3-DPYRIMIDINE Chemical Properties,Usage,Production
Chemical Properties
Crystalline Solid
Uses
It is used as a pharmaceutical intermediate.
Synthesis
39929-79-8
90213-66-4
General procedure for the synthesis of 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidines from 2,4-dihydroxypyrrolo[2,3-d]pyrimidines: 7H-pyrrolo[2,3-d]pyrimidine-2,4-diol (10.0 g, 66.2 mmol) and toluene (30 ml) were added to a reactor equipped with a stirrer. Phosphoryl chloride (18.5 ml, 198.5 mmol) was added slowly under stirring and the reaction system was subsequently warmed to 70 °C. Diisopropylethylamine (23.0 ml, 132.3 mmol) was added dropwise over 2.5 h to control the exothermic nature of the reaction. After the dropwise addition, the reaction temperature was raised to 106 °C and stirring was continued at this temperature for 16 hours. After completion of the reaction, the mixture was cooled to 25 °C and then slowly poured into a flask containing water (230 ml) and ethyl acetate (120 ml) and stirred overnight at room temperature. The reaction mixture was filtered through diatomaceous earth and then layered, the aqueous layer was extracted with ethyl acetate (3 x 75 ml). The organic layers were combined and washed with brine (100 ml). Darco KBB (1.24 g) was added to the organic layer, filtered again through diatomaceous earth and dried with anhydrous sodium sulfate (10.0 g). Finally, the solution was concentrated under reduced pressure to afford the target product 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine in 52% yield.
References
[1] European Journal of Medicinal Chemistry, 2012, vol. 52, p. 205 - 212
[2] Patent: WO2007/12953, 2007, A2. Location in patent: Page/Page column 24
[3] Patent: US2010/3250, 2010, A1. Location in patent: Page/Page column 20
[4] Journal of Medicinal Chemistry, 2010, vol. 53, # 8, p. 3169 - 3182
[5] Patent: US2009/54425, 2009, A1. Location in patent: Page/Page column 21
2,4-DICHLORO-7H-PYRROLO2,3-DPYRIMIDINE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2,4-DICHLORO-7H-PYRROLO2,3-DPYRIMIDINE manufacturers
- Product
- 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine 90213-66-4
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- Customise
- Release date
- 2025-11-27
- Product
- 2,4-Dichloro-1H-pyrrolo[2,3-d]pyrimidine 90213-66-4
- Price
- US $0.00/Kg/Drum
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20mt/year
- Release date
- 2021-06-18
- Product
- 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine 90213-66-4
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 1000kg
- Release date
- 2025-04-18