4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine
- Product Name
- 4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine
- CAS No.
- 1618-36-6
- Chemical Name
- 4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine
- Synonyms
- 100217;4-Chloro-5-Methyl-7H-pyrr...;4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine;7H-Pyrrolo[2,3-d]pyrimidine, 4-chloro-5-methyl-
- CBNumber
- CB91503978
- Molecular Formula
- C7H6ClN3
- Formula Weight
- 167.6
- MOL File
- 1618-36-6.mol
4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine Property
- Melting point:
- 227-228 °C (decomp)
- Boiling point:
- 280 °C
- Density
- 1.51
- Flash point:
- 123 °C
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- form
- solid
- pka
- 11.75±0.20(Predicted)
- color
- Yellow
Safety
- HS Code
- 2933599590
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
- 3H32-5-1G
- Product name
- 4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine
- Packaging
- 250mg
- Price
- $125
- Updated
- 2021/12/16
- Product number
- 071253
- Product name
- 4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine
- Purity
- 97%
- Packaging
- 1g
- Price
- $258
- Updated
- 2021/12/16
- Product number
- HCH0143386
- Product name
- 4-CHLORO-5-METHYL-7H-PYRROLO[2,3-D]PYRIMIDINE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $860.48
- Updated
- 2021/12/16
- Product number
- 071253
- Product name
- 4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine
- Purity
- 97%
- Packaging
- 5g
- Price
- $1035
- Updated
- 2021/12/16
- Product number
- 3H32-5-1G
- Product name
- 4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine
- Packaging
- 5G
- Price
- $1250
- Updated
- 2021/12/16
4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine Chemical Properties,Usage,Production
Synthesis
22276-95-5
74-88-4
1618-36-6
The general procedure for the synthesis of 4-chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidines from 5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidines and iodomethane was as follows: n-butyllithium (4.08 mL, 6.52 mmol) was slowly added dropwise under nitrogen protection to a solution of 5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidines (689 mg. 2.96 mmol) in a solution of tetrahydrofuran (40 mL), keeping the reaction temperature at -78 °C, and the dropwise addition time was controlled within 5 min. The resulting suspension was continued to be stirred at -78 °C for 30 min. Subsequently, methyl iodide (0.295 mL, 4.74 mmol) was added and the reaction mixture was allowed to slowly warm up to room temperature. After the reaction was completed, the reaction mixture was diluted with water (25 mL) and extracted with ethyl acetate (50 mL). The organic layer was washed with brine (25 mL), dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give the crude product. The crude product was purified by fast silica gel column chromatography with isohexane/ethyl acetate as eluent (20% to 50% gradient elution). The pure grades were collected and concentrated to dryness under reduced pressure to afford 4-chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine (244 mg, 49.1% yield) as a white solid. The structure of the product was confirmed by 1H NMR (400.13 MHz, DMSO-d6) and mass spectrometry: 1H NMR δ 2.42 (3H, d), 7.43 (1H, d), 8.51 (1H, s), 12.22 (1H, s); MS m/z [M+H]+ 168.
References
[1] Helvetica Chimica Acta, 1994, vol. 77, # 4, p. 897 - 903
[2] Patent: WO2008/75109, 2008, A1. Location in patent: Page/Page column 115-116
[3] Patent: WO2008/75110, 2008, A1. Location in patent: Page/Page column 107-108
[4] Journal of Medicinal Chemistry, 1990, vol. 33, # 7, p. 1984 - 1992
[5] Patent: WO2012/80735, 2012, A1. Location in patent: Page/Page column 24
4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine manufacturers
- Product
- 4-chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine 1618-36-6
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20T
- Release date
- 2020-05-15