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

Base Information

• Chemical Name: 4-(4-(mesitylthio)-5H-pyrrolo[3,2-d]pyrimidin-2-ylamino)benzonitrile
• CAS No.: 914496-23-4
• Molecular Formula: C₂₂H₁₉N₅S
• Molecular Weight: 385.492
• Mol file: 914496-23-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 12 articles about 4-(4-(mesitylthio)-5H-pyrrolo[3,2-d]pyrimidin-2-ylamino)benzonitrile 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: 20.0%

4-(5-benzyl-4-(mesitylthio)-5H-pyrrolo[3,2-d]pyrimidin-2-ylamino)benzonitrile → 4-(4-(mesitylthio)-5H-pyrrolo[3,2-d]pyrimidin-2-ylamino)benzonitrile (914496-23-4)

Guidance literature:

With aluminum (III) chloride; In 1,2-dichloro-benzene; at 160 ℃; for 1.5h;

Reference yield:

(E)-N,N-dimethyl-N'-(4-methyl-5-nitro-6-oxo-1,6-dihydropyrimidin-2-yl)formimidamide (914496-90-5) → 4-(4-(mesitylthio)-5H-pyrrolo[3,2-d]pyrimidin-2-ylamino)benzonitrile (914496-23-4)

Guidance literature:

Multi-step reaction with 11 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 1 h / 20 °C

2.1: N,N-dimethyl-formamide / 3 h / 65 °C

3.1: sodium dithionite / tetrahydrofuran; water / 20 °C

4.1: sodium hydroxide; water / methanol / 5 h / 100 °C

5.1: ammonium formate / palladium 10% on activated carbon / methanol / 4 h / 75 °C

6.1: sodium hydroxide; tetrabutylammomium bromide / dichloromethane; water / 2 h / 0 - 20 °C

7.1: trichlorophosphate / 3 h / 116 °C

8.1: sodium hydride / 1-methyl-2-pyrridone / 0.5 h / 20 °C

8.2: 16 h / 60 °C

9.1: pyridine; tert.-butylnitrite; hydrogen fluoride / 1.5 h / -50 - -40 °C

10.1: sodium hydride / 1-methyl-2-pyrridone / 0.5 h / 20 °C

10.2: 2 h / 20 °C

11.1: aluminum (III) chloride / 1,2-dichloro-benzene / 1.5 h / 160 °C

With pyridine; aluminum (III) chloride; sodium hydroxide; tert.-butylnitrite; sodium dithionite; hydrogen fluoride; tetrabutylammomium bromide; water; ammonium formate; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; trichlorophosphate; palladium 10% on activated carbon; In tetrahydrofuran; methanol; 1-methyl-2-pyrridone; dichloromethane; water; N,N-dimethyl-formamide; 1,2-dichloro-benzene;

Reference yield:

(E)-N'-(3-benzyl-4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-2-yl)-N,N-dimethylformimidamide → 4-(4-(mesitylthio)-5H-pyrrolo[3,2-d]pyrimidin-2-ylamino)benzonitrile (914496-23-4)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sodium hydroxide; water / methanol / 5 h / 100 °C

2.1: ammonium formate / palladium 10% on activated carbon / methanol / 4 h / 75 °C

3.1: sodium hydroxide; tetrabutylammomium bromide / dichloromethane; water / 2 h / 0 - 20 °C

4.1: trichlorophosphate / 3 h / 116 °C

5.1: sodium hydride / 1-methyl-2-pyrridone / 0.5 h / 20 °C

5.2: 16 h / 60 °C

6.1: pyridine; tert.-butylnitrite; hydrogen fluoride / 1.5 h / -50 - -40 °C

7.1: sodium hydride / 1-methyl-2-pyrridone / 0.5 h / 20 °C

7.2: 2 h / 20 °C

8.1: aluminum (III) chloride / 1,2-dichloro-benzene / 1.5 h / 160 °C

With pyridine; aluminum (III) chloride; sodium hydroxide; tert.-butylnitrite; hydrogen fluoride; tetrabutylammomium bromide; water; ammonium formate; sodium hydride; trichlorophosphate; palladium 10% on activated carbon; In methanol; 1-methyl-2-pyrridone; dichloromethane; water; 1,2-dichloro-benzene;

upstream raw materials:

(E)-N,N-dimethyl-N'-(4-methyl-5-nitro-6-oxo-1,6-dihydropyrimidin-2-yl)formimidamide

(E)-N'(1-benzyl-4-methyl-5-nitro-6-oxo-1,6-dihydropyrimidin-2-yl)-N,N-dimethylformimidamide

(E)-N'-(1-benzyl-4-((E)-2-(dimethylamino)vinyl)-5-nitro-6-oxo-1,6-dihydropyrimidin-2-yl)-N,N-dimethylformimidamide

5-benzyl-2-fluoro-4-(mesitylthio)-5H-pyrrolo[3,2-d]pyrimidine