7H-pyrrolo[2,3-d]pyrimidine-2,4-diol

Base Information

• Chemical Name: 7H-pyrrolo[2,3-d]pyrimidine-2,4-diol
• CAS No.: 39929-79-8
• Molecular Formula: C6H5N3O2
• Molecular Weight: 151.125
• Hs Code.: 2933990090
• European Community (EC) Number: 609-755-6
• ChEMBL ID: CHEMBL122899
• DSSTox Substance ID: DTXSID90473683
• Pharos Ligand ID: ULX1SW6XQ7LY
• Wikidata: Q72505697
• Mol file: 39929-79-8.mol

Synonyms:7-deazaxanthine;7-DX xanthine

Chemical Property of 7H-pyrrolo[2,3-d]pyrimidine-2,4-diol

Chemical Property:

• Appearance/Colour: Pink to brown solid
• Melting Point: >250 °C
• Refractive Index: 1.863
• PKA: 11.22±0.20(Predicted)
• PSA: 82.03000
• Density: 1.774 g/cm³
• LogP: 0.36910
• Storage Temp.: -20°C Freezer
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 151.038176411
• Heavy Atom Count: 11
• Complexity: 216

Purity/Quality:

97% ^*data from raw suppliers

2,4-Dihydroxypyrrolo[2,3-d]pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC2=C1C(=O)NC(=O)N2
• Uses: 2,4-Dihydroxypyrrolo[2,3-d]pyrimidine (cas# 39929-79-8) is a compound useful in organic synthesis.

Technology Process of 7H-pyrrolo[2,3-d]pyrimidine-2,4-diol

There total 14 articles about 7H-pyrrolo[2,3-d]pyrimidine-2,4-diol 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: 98.0%

2-chloroethanal (107-20-0) + 4-Amino-2,6-dihydroxypyrimidine (873-83-6) → pyrrolo<2,3-d>pyrimidin-2,4-dione (39929-79-8)

Guidance literature:

With sodium acetate; In water; at 70 - 80 ℃;

Reference yield: 92.1%

ethyl 2-cyano-4,4-diethoxybutyrate (52133-67-2) + urea (57-13-6) → pyrrolo<2,3-d>pyrimidin-2,4-dione (39929-79-8)

Guidance literature:

urea; With sodium ethanolate; In ethanol; at 5 - 10 ℃; for 0.0833333h;

ethyl 2-cyano-4,4-diethoxybutyrate; In ethanol; at 80 ℃;

With hydrogenchloride; In water; at 20 ℃;

DOI:10.1016/j.ejmech.2012.03.015

Reference yield: 88.0%

2-chloroethanal (107-20-0) + 4-Amino-2,6-dihydroxypyrimidine (873-83-6) → 7-deazaxanthine (39929-79-8)

Guidance literature:

With sodium acetate; In water; at 80 ℃; for 0.5h;

DOI:10.1016/j.tet.2014.05.033

upstream raw materials:

4-Amino-2,6-dihydroxy-5-(2,2-diethoxy-ethyl)-pyrimidin

2-chloroethanal

4-Amino-2,6-dihydroxypyrimidine

6-amino-2,4-dihydroxypyrimidine

Downstream raw materials:

2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine

2-chloro-7H-pyrrolo[2,3-d]pyrimidin-4-ol

2-((2-chloro-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-3-yl)methyl)benzonitrile

2-((2-chloro-7-methyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-3-yl)methyl)benzonitrile