Description

4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (CAS No. 941685-26-3) is a high-purity heterocyclic compound with the molecular formula C₁₂H₁₈ClN₃OSi. This specialized chemical features a pyrrolo[2,3-d]pyrimidine core, a critical scaffold in medicinal chemistry and pharmaceutical research. The compound is protected by a 2-(trimethylsilyl)ethoxymethyl (SEM) group, enhancing its stability for synthetic applications. With a molecular weight of 283.83 g/mol, it is ideal for nucleoside analog synthesis, kinase inhibitor development, and other drug discovery processes. Packaged under inert conditions to ensure stability, this product is rigorously tested via HPLC, NMR, and mass spectrometry to meet the highest purity standards (>95%). Suitable for research use only (RUO) in laboratories and industrial settings.

Properties

• CAS Number: 941685-26-3
• Complexity: 275
• IUPAC Name: 2-[(4-chloropyrrolo[2,3-d]pyrimidin-7-yl)methoxy]ethyl-trimethyl-silane
• InChI: InChI=1S/C12H18ClN3OSi/c1-18(2,3)7-6-17-9-16-5-4-10-11(13)14-8-15-12(10)16/h4-5,8H,6-7,9H2,1-3H3
• InChI Key: YWBDBLXIRAQZIH-UHFFFAOYSA-N
• Exact Mass: 283.0907664
• Molecular Formula: C12H18ClN3OSi
• Molecular Weight: 283.83
• SMILES: C[Si](C)(C)CCOCN1C=CC2=C1N=CN=C2Cl
• Topological: 39.9
• Monoisotopic Mass: 283.0907664
• Synonyms: 941685-26-3, 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine, 4-chloro-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidine, 2-[(4-chloropyrrolo[2,3-d]pyrimidin-7-yl)methoxy]ethyl-trimethylsilane, MFCD11857752, 4-Chloro-7-[[2-(trimethylsilyl)ethoxy]methyl]-7H-pyrrolo[2,3-d]pyrimidine, C12H18ClN3OSi, AK122028, D3M7U8G3QK, SCHEMBL98891, DTXSID70673881, YWBDBLXIRAQZIH-UHFFFAOYSA-N, BCP17266, CS-D0223, 4-Chloro-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine, 7H-Pyrrolo[2,3-d]pyrimidine, 4-chloro-7-[[2-(trimethylsilyl)ethoxy]methyl]-, AKOS015850476, SB17777, AS-39965, SY047225, DB-011500, 4-Chloro-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine, 4-chloro-7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]pyrimidine, 4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo [2,3-d]pyrimidine, 4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo-[2,3-d]pyrimidine, 4-Chloro-7-[[2-(trimethylsilanyl)ethoxy]methyl]-7H-pyrrolo[2,3-d]pyrimidine

Application

This compound serves as a key intermediate in the synthesis of nucleoside analogs and kinase inhibitors, particularly in anticancer and antiviral drug development. Its SEM-protected structure allows for selective deprotection in multi-step organic syntheses. Researchers utilize it in cross-coupling reactions, such as Suzuki-Miyaura or Buchwald-Hartwig, to modify the pyrrolopyrimidine core for targeted biological activity studies.

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