N-(4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDIN-2-YL)-2,2-DIMETHYLPROPIONAMIDE
- Product Name
- N-(4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDIN-2-YL)-2,2-DIMETHYLPROPIONAMIDE
- CAS No.
- 149765-15-1
- Chemical Name
- N-(4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDIN-2-YL)-2,2-DIMETHYLPROPIONAMIDE
- Synonyms
- N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl);N2-Pivaloyl-4-chloro-7H-pyrrolo[2,3-d]pyriMidine;N-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)pivalamide;N-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpro...;N-(4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDIN-2-YL)-2,2-DIMETHYLPROPIONAMIDE;N-(4-Chloro-7H-pyrrolo[2,3-d]pyriMidin-2-yl)-2,2-diMethyl propanaMide;PropanaMide, N-(4-chloro-7H-pyrrolo[2,3-d]pyriMidin-2-yl)-2,2-diMethyl-;N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl propanamide, N2-Pivaloyl-2-amino-4-chloro-7H-pyrrolo[2,3-d]pyrimidine
- CBNumber
- CB62455952
- Molecular Formula
- C11H13ClN4O
- Formula Weight
- 252.7
- MOL File
- 149765-15-1.mol
N-(4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDIN-2-YL)-2,2-DIMETHYLPROPIONAMIDE Property
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
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
- C383673
- Product name
- N-(4-Chloro-7H-Pyrrolo[2,3-D]Pyrimidin-2-Yl)-2,2-Dimethylpropionamide
- Packaging
- 100mg
- Price
- $175
- Updated
- 2021/12/16
- Product number
- 072623
- Product name
- N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide
- Purity
- 95+%
- Packaging
- 1g
- Price
- $685
- Updated
- 2021/12/16
- Product number
- W3271
- Product name
- N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide
- Packaging
- 5g
- Price
- $1003
- Updated
- 2021/12/16
- Product number
- A106215
- Product name
- N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide
- Purity
- 95%
- Packaging
- 100mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- A106215
- Product name
- N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide
- Purity
- 95%
- Packaging
- 250mg
- Price
- $67
- Updated
- 2021/12/16
N-(4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDIN-2-YL)-2,2-DIMETHYLPROPIONAMIDE Chemical Properties,Usage,Production
Synthesis
137281-08-4
149765-15-1
Step 3. Synthesis of N-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide N-(4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide (210 g, 0.90 mol), phosphorus oxychloride (POCl3, 828 g, 5.40 mol, 503 mL, 6.0 equiv), benzyltriethylammonium chloride (411 g, 1.80 mol), N,N- dimethylaniline (220 g, 231 mL, 1.80 mol) and acetonitrile (2.0 L) were mixed and heated to reflux for 40-60 min, the reaction was monitored by HPLC. Upon completion of the reaction, the solvent was evaporated on a rotary evaporator and the residue was carefully (note: exothermic and corrosive) added slowly to ice water (16 L). The pH was adjusted to 7 with solid sodium hydroxide (NaOH) and the resulting precipitate was collected by filtration. The precipitate was dried to give N-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide (159 g, 70% yield, 100% HPLC purity). Retention time (tR): 5.37 min. 1H-NMR (DMSO-d6) δ 12.35 (broad single peak, 1H), 10.06 (broad single peak, 1H), 7.54 (quadruple peak, 1H), 6.52 (quadruple peak, 1H), 1.25 (single peak, 9H).
References
[1] Patent: US2006/223797, 2006, A1. Location in patent: Page/Page column 83-84
[2] Journal of Medicinal Chemistry, 2012, vol. 55, # 17, p. 7786 - 7795
[3] Journal of Medicinal Chemistry, 2003, vol. 46, # 4, p. 591 - 600
N-(4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDIN-2-YL)-2,2-DIMETHYLPROPIONAMIDE Preparation Products And Raw materials
Raw materials
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