4-Methoxy-1H-pyrazolo[3,4-d]pyrimidin-6-amine

Base Information

• Chemical Name: 4-Methoxy-1H-pyrazolo[3,4-d]pyrimidin-6-amine
• CAS No.: 100644-67-5
• Molecular Formula: C6H7N5O
• Molecular Weight: 165.154
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30460092
• Wikidata: Q82284006
• Mol file: 100644-67-5.mol

Synonyms:4-Methoxy-1H-pyrazolo[3,4-d]pyrimidin-6-amine;100644-67-5;1H-Pyrazolo[3,4-d]pyrimidin-6-amine, 4-methoxy-;SCHEMBL2908497;6-AMINO-4-METHOXY-1H-PYRAZOLO[3,4-D]PYRIMIDINE;AMY1643;DTXSID30460092;JGSDDGDWMGPLPH-UHFFFAOYSA-N;MFCD09264064;AKOS006330878;AB50503;AS-67276;4-methoxy-6-aminopyrazolo[3,4-d]pyrimidine;CS-0440142;FT-0758018;4-Methoxy-pyrazolo[3,4-d]pyrimidin-6-ylamine;A21748;C71038;EN300-705994;J-515618;Z1198219347

Chemical Property of 4-Methoxy-1H-pyrazolo[3,4-d]pyrimidin-6-amine

Chemical Property:

• PSA: 89.71000
• LogP: 0.52490
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 165.06505986
• Heavy Atom Count: 12
• Complexity: 166

Purity/Quality:

98%min ^*data from raw suppliers

4-methoxy-1H-pyrazolo[3,4-d]pyrimidin-6-amine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=NC(=NC2=C1C=NN2)N

Technology Process of 4-Methoxy-1H-pyrazolo[3,4-d]pyrimidin-6-amine

There total 3 articles about 4-Methoxy-1H-pyrazolo[3,4-d]pyrimidin-6-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: 99.0%

4-chloro-6-aminopyrazolo[3,4-d]pyrimidine (100644-65-3) → 4-Methoxy-pyrazolo[3,4-d]pyrimidin-6-ylamine (100644-67-5)

Guidance literature:

With sodium; acetic acid; In methanol; methanolic sodium methoxide; water;

Reference yield: 95.4%

sodium methylate (124-41-4) + 4-chloro-1H-pyrazolo[3,4-d]pyrimidine-6-amine (100644-65-3) → 6-amino-4-methoxy-1H-pyrazolo[3,4-d]pyrimidine (100644-67-5)

Guidance literature:

In methanol; at 65 ℃; for 2h; Inert atmosphere;

Reference yield:

2-amino-4,6-dichloropyrimidine-5-carboxaldehyde (5604-46-6) → 6-amino-4-methoxy-1H-pyrazolo[3,4-d]pyrimidine (100644-67-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / hydrazine hydrate / tetrahydrofuran; H₂O / 0.17 h / 50 °C

2: 90 percent / methanol / 1 h / Heating

With hydrazine hydrate; In tetrahydrofuran; methanol; water;

DOI:10.1002/hlca.19860690714

upstream raw materials:

sodium methylate

4-chloro-1H-pyrazolo[3,4-d]pyrimidine-6-amine

2-amino-4,6-dichloropyrimidine-5-carboxaldehyde

4-chloro-6-aminopyrazolo[3,4-d]pyrimidine

Downstream raw materials:

3-Iodo-4-methoxypyrazolo[3,4-d]pyrimidine-6-ylamine

4-Methyl-benzoic acid (2R,3S,5R)-5-(6-amino-4-oxo-4,5-dihydro-pyrazolo[3,4-d]pyrimidin-1-yl)-3-(imidazole-1-carbothioyloxy)-tetrahydro-furan-2-ylmethyl ester

6-amino-1-<2'-deoxy-3'-O-(methoxythiocarbonyl)-5'-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-1H-pyrazolo<3,4-d>pyrimidin-4(5H)-one

6-amino-1-<2'-deoxy-5'-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-1H-pyrazolo<3,4-d>pyrimidin-4(5H)-one

Refernces

• 1、 -. "Process for the synthesis of pyrazolopyrimidines". . . Retrieved 2008/06/13.
• 2、 Seela, Frank,Steker, Herbert. "SYNTHESIS OF THE β-D-DEOXYRIBOFURANOSIDE OF 6-AMINO-1H-PYRAZOLO-PYRIMIDIN -4(5H)-ONE - A NEW ISOSTER OF 2'-DEOXYGUANOSINE". . p. 2521 - 2524. Retrieved 2007/10/02.