4-Chloro-5-iodo-7H-pyrrol[2,3-d]pyrimidine

Base Information

• Chemical Name: 4-Chloro-5-iodo-7H-pyrrol[2,3-d]pyrimidine
• CAS No.: 123148-78-7
• Molecular Formula: C6H3ClIN3
• Molecular Weight: 279.467
• Hs Code.: 29335990
• Mol file: 123148-78-7.mol

Synonyms:1H-Pyrrolo[2,3-d]pyrimidine,4-chloro-5-iodo- (9CI);4-Chloro-5-iodopyrrolo[2,3-d]pyrimidine;

Chemical Property of 4-Chloro-5-iodo-7H-pyrrol[2,3-d]pyrimidine

Chemical Property:

• Melting Point: 179-183 °C
• Refractive Index: 1.804
• Boiling Point: 241.0±50.0 °C(Predicted)
• PKA: 9.61±0.20(Predicted)
• PSA: 41.57000
• Density: 2.284 g/cm³
• LogP: 2.21590
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Water Solubility.: Insoluble in water.

Purity/Quality:

98%, ^*data from raw suppliers

4-Chloro-5-iodopyrrolo[2,3-d]pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38-R36/37/38-R22
• Safety Statements: 26-36/37-S36/37-S26-37

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 6-Chloro-7-iodo-7-deazapurine is used as pharmaceutical intermediate.

Technology Process of 4-Chloro-5-iodo-7H-pyrrol[2,3-d]pyrimidine

There total 18 articles about 4-Chloro-5-iodo-7H-pyrrol[2,3-d]pyrimidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

4-chloro-1H-pyrrolo[2,3-d]pyrimidine (3680-69-1) → 4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (123148-78-7)

Guidance literature:

With N-iodo-succinimide; sodium sulfate; In ethanol; N,N-dimethyl-formamide;

Reference yield: 86.9%

N-iodo-succinimide (516-12-1) + 4-chloro-1H-pyrrolo[2,3-d]pyrimidine (3680-69-1) → 4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (123148-78-7)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃;

Reference yield: 83.9%

3,5-difluoro-4-((5-iodo-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-4-yl)oxy)aniline + (2-fluoro-4-methoxyphenyl)boronic acid (162101-31-7) → 4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (123148-78-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; In 1,4-dioxane; water; at 100 ℃; for 2h; Inert atmosphere;

upstream raw materials:

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

N-iodo-succinimide

1H-pyrrolo[2,3-d]pyrimidin-4(7H)-one

ethyl 2-cyano-4,4-diethoxybutyrate

Downstream raw materials:

4-chloro-5-iodo-7-(3,4,5-trimethoxy-benzyl)-7H-pyrrolo[2,3-d]pyrimidine

7-but-3-enyl-4-chloro-5-iodopyrrolo[2,3-d]pyrimidine

C₃₄H₂₉ClIN₃O₃

4-chloro-5-iodo-7-[3,5-bis-O-(2,4-dichlorophenylmethyl)-2-C-methyl-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

Refernces

• 1、 Reiers?lmoen, Ann Christin,Han, Jin,Sundby, Eirik,Hoff, B?rd Helge. "Identification of fused pyrimidines as interleukin 17 secretion inhibitors". . p. 562 - 578. Retrieved 2018.
• 2、 Kim, Jiae,Wang, Ligong,Li, Yongfeng,Becnel, Kimberlynne D.,Frey, Kathleen M.,Garforth, Scott J.,Prasad, Vinayaka R.,Schinazi, Raymond F.,Liotta, Dennis C.,Anderson, Karen S.. "Pre-steady state kinetic analysis of cyclobutyl derivatives of 2′-deoxyadenosine 5′-triphosphate as inhibitors of HIV-1 reverse transcriptase". . p. 4064 - 4067. Retrieved 2012.
• 3、 Lategahn, Jonas,Keul, Marina,Kl?vekorn, Philip,Tumbrink, Hannah L.,Niggenaber, Janina,Müller, Matthias P.,Hodson, Luke,Fla?hoff, Maren,Hardick, Julia,Grabe, Tobias,Engel, Julian,Schultz-Fademrecht, Carsten,Baumann, Matthias,Ketzer, Julia,Mühlenberg, Thomas,Hiller, Wolf,Günther, Georgia,Unger, Anke,Müller, Heiko,Heimsoeth, Alena,Golz, Christopher,Blank-Landeshammer, Bernhard,Kollipara, Laxmikanth,Zahedi, René P.,Strohmann, Carsten,Hengstler, Jan G.,Van Otterlo, Willem A. L.,Bauer, Sebastian,Rauh, Daniel. "Inhibition of osimertinib-resistant epidermal growth factor receptor EGFR-T790M/C797S". . p. 10789 - 10801. Retrieved 2019.
• 4、 -. "Inhibitors of NEK7 kinase". Page/Page column 91. . Retrieved 2021/11/03.
• 5、 -. "Novel HPK1 inhibitor as well as preparation method and application thereof". Paragraph 0112-0115. . Retrieved 2021/09/08.