2-amino-3-benzyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one

Base Information

• Chemical Name: 2-amino-3-benzyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
• CAS No.: 224946-82-1
• Molecular Formula: C₁₃H₁₂N₄O
• Molecular Weight: 240.264
• Mol file: 224946-82-1.mol

Synonyms:2-amino-3-benzyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one

Chemical Property of 2-amino-3-benzyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-amino-3-benzyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one

There total 10 articles about 2-amino-3-benzyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one 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: 75.0%

(2R,3S,5R)-5-(3-benzyl-2-(((dimethylamino)methylene)amino)-5-(2-hydroxyethyl)-4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)-2-(((4-methylbenzoyl)oxy)methyl)tetrahydrofuran-3-yl 4-methylbenzoate → 2-amino-3-benzyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one (224946-82-1)

Guidance literature:

With sodium hydroxide; In methanol; water; at 70 ℃; for 20h;

DOI:10.1021/acs.joc.6b02110

Reference yield:

2-amino-6-methyl-3H-pyrimidin-4-one (3977-29-5) → 2-amino-3-benzyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one (224946-82-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 80 percent / nitric acid / H₂SO₄ / 1 h / 50 °C

2: 92 percent / CH₂Cl₂ / 1 h / 20 °C

3: 31.5 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / dimethylformamide / 20 °C

4: dimethylformamide / 65 °C

5: 29.5 g / Na₂S₂O₄ / tetrahydrofuran; H₂O / 1 h

6: 21.4 g / aq. NaOH / methanol / Heating

With sodium hydroxide; sodium dithionite; nitric acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dichloromethane; sulfuric acid; water; N,N-dimethyl-formamide; 1: Nitration / 2: Condensation / 3: Alkylation / 4: Condensation / 5: Cyclization / 6: Hydrolysis;

DOI:10.1080/15257779908043082

Reference yield:

N′-(3-benzyl-4-oxo-4,5-dihydro-3H-pyrrolo-[3,2-d]pyrimidin-2-yl)-N,N-dimethylformimidamide (224946-94-5) → 2-amino-3-benzyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one (224946-82-1)

Guidance literature:

With sodium hydroxide; In methanol; Heating;

DOI:10.1080/15257779908043082

upstream raw materials:

N′-(3-benzyl-4-oxo-4,5-dihydro-3H-pyrrolo-[3,2-d]pyrimidin-2-yl)-N,N-dimethylformimidamide

2-amino-6-methyl-3H-pyrimidin-4-one

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

3-benzyl-2-[(dimethylamino)methyleneimino]-5-nitro-6-methyl-3H-pyrimidin-4-one

Downstream raw materials:

2-amino-3-benzyl-7-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)-5H-pyrrolo[3,2-d]pyrimidin-4-one

4-(4-(mesitylthio)-5H-pyrrolo[3,2-d]pyrimidin-2-ylamino)benzonitrile