274-43-1

Basic information

• Product Name: Pyrrolo[1,2-c]pyrimidine
• Synonyms: 6-Azaindolizine; 6-Azapyrrocoline; pyrrolePyrrolo
• CAS NO: 274-43-1
• Molecular Formula: C₇H₆N₂
• Molecular Weight: 118.136
• Mol File: 274-43-1.mol
• Article Data: 6

Chemical Properties

• Density: 1.14±0.1 g/cm3(Predicted)
• PKA: 1.40±0.10(Predicted)
• CAS DataBase Reference: Pyrrolo[1,2-c]pyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrrolo[1,2-c]pyrimidine(274-43-1)
• EPA Substance Registry System: Pyrrolo[1,2-c]pyrimidine(274-43-1)

Safety Data

• Hazardous Substances Data: 274-43-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 37, p. 4263, 1996 DOI: 10.1016/0040-4039(96)00812-X

Upstream product

• 70380-76-6 3-[(4-methylphenyl)sulfonyl]pyrrolo[1,2-c]pyrimidine 
• 1003-29-8 2-pyrrole aldehyde 
• 107407-80-7 ethyl pyrrolo[1,2-c]pyrimidine-3-carboxylate 
• 251102-27-9 pyrrolo[1,2-c]pyrimidine-3-carboxylic acid 

Downstream Products

• 251102-36-0 1-pyrrolo[1,2-c]pyrimidine carboxaldehyde 
• 251102-31-5 7-pyrrolo[1,2-c]pyrimidinecarboxaldehyde 
• 251102-35-9 1-methylpyrrolo[1,2-c]pyrimidine 

Relevant articles and documents

CERTAIN CHEMICAL ENTITIES, COMPOSITIONS, AND METHODS

Chemical entities that are kinase inhibitors, pharmaceutical compositions and methods of treatment of cancer are described.

New CRTh2 antagonists

The present invention relates to compounds of formula (I), to the process for preparing such compounds and to their use in the treatment of a pathological condition or disease susceptible to amelioration by CRTh2 antagonist activity.

Pyrrolodiazines. 5. Synthesis, structure, and chemistry of pyrrolo[1,2- c]pyrimidine. Dipolar cycloaddition of pyrrolo[1,2-c]pyrimidinium ylides

An improved synthesis of pyrrolo[1,2-c]pyrimidines, including the parent system, was accomplished via sequential condensation of substituted pyrrole- 2-carboxaldehydes with tosylmethyl isocyanide (TOSMIC), followed by desulfonylation of the formed tosylpyrrolo[1,2-c]pyrimidines. Based on the ab initio calculations performed on the pyrrolo[1,2-c]pyrimidine 1a, some of the basic chemistry was investigated, including electrophilic substitution, addition of organolithium reagents, metalation with lithium diisopropylamide (LDA) and subsequent reaction with electrophiles, and formation of salts by quaternization of the nonbridgehead nitrogen. Azomethine ylides generated from pyrrolo[1,2-c]pyrimidinium salts undergo 1,3-dipolar cycloaddition with suitable dipolarophiles to give new dipyrrolo[1,2-a;1',2'-c]pyrimidine derivatives, with high regio- and stereoselectivity.