Propanamide, N-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl-
- Product Name
- Propanamide, N-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl-
- CAS No.
- 149765-16-2
- Chemical Name
- Propanamide, N-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl-
- Synonyms
- N2-Pivaloyl-4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyriMidine;4-chloro-5-iodo-2-pivaloylamino-7H-pyrrolo[2,3-d]pyrimidine;N-(4-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyriMidin-2-yl)pivalaMide;Propanamide, N-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-2...;N-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl-;N2-Pivaloyl-2-amino-?4-?chloro-?5-?iodo-?7H-?pyrrolo[2,?3-?d]?pyrimidine;N-(4-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyriMidin-2-yl)-2,2-diMethyl propanaMide;N-(4-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide;Propanamide, N-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl-
- CBNumber
- CB31509307
- Molecular Formula
- C11H12ClIN4O
- Formula Weight
- 378.6
- MOL File
- 149765-16-2.mol
Propanamide, N-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl- Property
- Melting point:
- 240 °C(Solv: methanol (67-56-1))
- Density
- 1.90±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- pka
- 5.97±0.40(Predicted)
- Appearance
- Off-white to yellow Solid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- C349550
- Product name
- N-(4-Chloro-5-iodo-7h-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide
- Packaging
- 100mg
- Price
- $140
- Updated
- 2021/12/16
- Product number
- X7292
- Product name
- N-(4-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl-propanamide
- Packaging
- 250mg
- Price
- $173
- Updated
- 2021/12/16
- Product number
- 072622
- Product name
- N-(4-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide
- Purity
- 95+%
- Packaging
- 500mg
- Price
- $254
- Updated
- 2021/12/16
- Product number
- 072622
- Product name
- N-(4-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide
- Purity
- 95+%
- Packaging
- 1g
- Price
- $391
- Updated
- 2021/12/16
- Product number
- HCH0143563
- Product name
- N-(4-CHLORO-5-IODO-7H-PYRROLO[2,3-D]PYRIMIDIN-2-YL)-2,2-DIMETHYLPROPIONAMIDE
- Purity
- 95.00%
- Packaging
- 250MG
- Price
- $1034.88
- Updated
- 2021/12/16
Propanamide, N-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl- Chemical Properties,Usage,Production
Synthesis
149765-15-1
149765-16-2
Step 4. Synthesis of N-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide An anhydrous tetrahydrofuran (2L) solution of N-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide (101 g, 0.40 mol) was treated with N-iodosuccinimide (98.9 g, 0.44 mol, 1.1 eq.) under nitrogen protection and the reaction was stirred at room temperature for 40 min. After completion of the reaction, the solvent was removed by evaporation and the residue was dissolved in dichloromethane (1.5 L) and washed sequentially with sodium sulfite solution (500 mL x 3) and saturated saline (300 mL x 3). The organic phase was dried over anhydrous sodium sulfate, concentrated, and recrystallized from methanol to give the title compound as a white powder (122 g, 81% yield, HPLC purity: 98.2%). Retention time (tR): 6.19 min. 1H-NMR (DMSO-d6) δ: 12.65 (broad single peak, 1H), 10.11 (broad single peak, 1H), 7.76 (double peak, 1H), 1.24 (single peak, 9H).
References
[1] Synthesis, 2004, # 8, p. 1203 - 1210
[2] Heterocycles, 1993, vol. 35, # 2, p. 825 - 841
[3] Angewandte Chemie - International Edition, 2007, vol. 46, # 13, p. 2325 - 2327
[4] Patent: US2006/223797, 2006, A1. Location in patent: Page/Page column 83-84
[5] Journal of Medicinal Chemistry, 2012, vol. 55, # 17, p. 7786 - 7795
Propanamide, N-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl- Preparation Products And Raw materials
Raw materials
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