N-methyl-7h-pyrrolo[2,3-d]pyrimidin-4-amine

Base Information

• Chemical Name: N-methyl-7h-pyrrolo[2,3-d]pyrimidin-4-amine
• CAS No.: 78727-16-9
• Molecular Formula: C7H8 N4
• Molecular Weight: 148.167
• Hs Code.: 2933998090
• European Community (EC) Number: 898-838-2
• ChEMBL ID: CHEMBL5189880
• Nikkaji Number: J2.350.332H
• Mol file: 78727-16-9.mol

Synonyms:N-methyl-7h-pyrrolo[2,3-d]pyrimidin-4-amine;78727-16-9;MFCD01346677;CHEMBL5189880;SCHEMBL12709725;AKOS006237449;AKOS025290701;PB27540;AS-39303;SY098184;CS-0048804;FT-0695856;EN300-1582048

Chemical Property of N-methyl-7h-pyrrolo[2,3-d]pyrimidin-4-amine

Chemical Property:

• Melting Point: 235 °C
• Boiling Point: 323.1±45.0 °C(Predicted)
• PKA: 13.56±0.20(Predicted)
• PSA: 53.60000
• Density: 1.39±0.1 g/cm3(Predicted)
• LogP: 1.07260
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 148.074896272
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1=NC=NC2=C1C=CN2

Technology Process of N-methyl-7h-pyrrolo[2,3-d]pyrimidin-4-amine

There total 7 articles about N-methyl-7h-pyrrolo[2,3-d]pyrimidin-4-amine 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) + methylamine (74-89-5) → 4-(methylamino)-7H-pyrrolo<2,3-d>pyrimidine (78727-16-9)

Guidance literature:

In ethanol; at 100 ℃; for 2h; Sealed tube;

DOI:10.1016/j.tetlet.2021.152838

Reference yield: 83.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 7-deazaadenine (1500-85-2) → 4-(methylamino)-7H-pyrrolo<2,3-d>pyrimidine (78727-16-9)

Guidance literature:

formaldehyd; 7-deazaadenine; In water; acetonitrile; at 20 ℃; for 0.25h;

With sodium cyanoborohydride; acetic acid; In water; acetonitrile; for 1h;

DOI:10.1016/j.tetlet.2013.07.042

Reference yield: 55.0%

4-Amino-3-methylpyrrolo<2,3-d>pyrimidin-hydrochlorid (78727-12-5) → 4-(methylamino)-7H-pyrrolo<2,3-d>pyrimidine (78727-16-9)

Guidance literature:

With sodium hydroxide; In methanol; for 6h; Heating;

upstream raw materials:

4-Amino-3-methylpyrrolo<2,3-d>pyrimidin-hydrochlorid

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

methylamine

methyl-[7-(toluene-4-sulfonyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-amine

Downstream raw materials:

tasocitinib

tert-butyl (3R,4R)-4-methyl-3-(methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidine-1-carboxylate

methyl-[7-(toluene-4-sulfonyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-amine

7-<2'-deoxy-3',5'-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-4-(methylamino)-7H-pyrrolo<2,3-d>pyrimidine

Refernces

• 1、 Mane, Kishor D.,Kamble, Rohit B.,Suryavanshi, Gurunath. "Short enantioselective total synthesis of (+)-tofacitinib". supporting information. . Retrieved 2021/02/20.
• 2、 -. "Bis-aryl urea compounds and methods of use". Page/Page column 15. . Retrieved 2010/11/26.