N,N-dimethyl-N'-[4-oxo-3-(phenylmethoxymethyl)-5H-pyrrolo[3,2-d]pyrimidin-2-yl]methanimidamide

Base Information

• Chemical Name: N,N-dimethyl-N'-[4-oxo-3-(phenylmethoxymethyl)-5H-pyrrolo[3,2-d]pyrimidin-2-yl]methanimidamide
• CAS No.: 518316-54-6
• Molecular Formula: C17H19N5O2
• Molecular Weight: 325.37
• DSSTox Substance ID: DTXSID70451060
• Mol file: 518316-54-6.mol

Synonyms:MET024;DTXSID70451060;518316-54-6

Chemical Property of N,N-dimethyl-N'-[4-oxo-3-(phenylmethoxymethyl)-5H-pyrrolo[3,2-d]pyrimidin-2-yl]methanimidamide

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 325.15387487
• Heavy Atom Count: 24
• Complexity: 499

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C)C=NC1=NC2=C(C(=O)N1COCC3=CC=CC=C3)NC=C2
• Isomeric SMILES: CN(C)/C=N/C1=NC2=C(C(=O)N1COCC3=CC=CC=C3)NC=C2

Technology Process of N,N-dimethyl-N'-[4-oxo-3-(phenylmethoxymethyl)-5H-pyrrolo[3,2-d]pyrimidin-2-yl]methanimidamide

There total 4 articles about N,N-dimethyl-N'-[4-oxo-3-(phenylmethoxymethyl)-5H-pyrrolo[3,2-d]pyrimidin-2-yl]methanimidamide 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: 95.0%

3-benzyloxymethyl-2-[(dimethylamino)methyleneimino]-6-[(2-dimethylamino)ethenyl]-5-nitro-4(3H)-oxopyrimidine (518316-53-5) → 3-benzyloxymethyl-2-[(dimethylamino)methyleneimino]-4(3H)-oxo-5H-pyrrolo[3,2-d]pyrimidine (518316-54-6)

Guidance literature:

With sodium hydrogensulfite; In tetrahydrofuran; water; at 20 ℃; for 12h;

DOI:10.1081/SCC-120015398

Reference yield:

Benzyloxymethyl chloride (3587-60-8) → 3-benzyloxymethyl-2-[(dimethylamino)methyleneimino]-4(3H)-oxo-5H-pyrrolo[3,2-d]pyrimidine (518316-54-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / dimethylformamide / 2 h / 20 °C

2: 91 percent / dimethylformamide / 40 h / 20 °C

3: 95 percent / sodium hydrogen sulfite / tetrahydrofuran; H₂O / 12 h / 20 °C

With sodium hydrogensulfite; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1081/SCC-120015398

Reference yield:

2-<<(N,N-Dimethylamino)methylene>amino>-6-methyl-5-nitro-4(3H)-oxopyrimidine (151587-54-1) → 3-benzyloxymethyl-2-[(dimethylamino)methyleneimino]-4(3H)-oxo-5H-pyrrolo[3,2-d]pyrimidine (518316-54-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / dimethylformamide / 2 h / 20 °C

2: 91 percent / dimethylformamide / 40 h / 20 °C

3: 95 percent / sodium hydrogen sulfite / tetrahydrofuran; H₂O / 12 h / 20 °C

With sodium hydrogensulfite; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1081/SCC-120015398

upstream raw materials:

3-benzyloxymethyl-2-[(dimethylamino)methyleneimino]-6-[(2-dimethylamino)ethenyl]-5-nitro-4(3H)-oxopyrimidine

Benzyloxymethyl chloride

2-<<(N,N-Dimethylamino)methylene>amino>-6-methyl-5-nitro-4(3H)-oxopyrimidine

3-benzyloxymethyl-2-[(dimethylamino)methyleneimino]-6-methyl-5-nitro-4(3H)-oxopyrimidine

Downstream raw materials:

9-deazaguanine

1-benzyloxymethyl-9-deazaguanine