(S)-4-(2-(5-chloro-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)pyrrolidin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

Base Information

• Chemical Name: (S)-4-(2-(5-chloro-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)pyrrolidin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
• CAS No.: 1548332-49-5
• Molecular Formula: C₂₃H₁₇ClN₈O
• Molecular Weight: 456.894
• Mol file: 1548332-49-5.mol

Synonyms:

Chemical Property of (S)-4-(2-(5-chloro-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)pyrrolidin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-(2-(5-chloro-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)pyrrolidin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

There total 6 articles about (S)-4-(2-(5-chloro-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)pyrrolidin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile 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:

4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile (24391-41-1) + tert-butyl (S)-2-(5-chloro-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazine-2-yl)pyrrolidine- 1-carboxylate → (S)-4-(2-(5-chloro-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)pyrrolidin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile (1548332-49-5)

Guidance literature:

tert-butyl (S)-2-(5-chloro-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazine-2-yl)pyrrolidine- 1-carboxylate; With hydrogenchloride; In methanol; at 20 ℃; for 2h;

4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile; With triethylamine; In butan-1-ol; for 2h; Reflux;

DOI:10.1021/acs.jmedchem.8b02014

Reference yield:

tert-butyl (S)-2-(5-chloro-4-oxo-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)pyrrolidine-1-carboxylate → (S)-4-(2-(5-chloro-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)pyrrolidin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile (1548332-49-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine; copper diacetate / dichloromethane / 20 °C / Molecular sieve

2.1: hydrogenchloride / methanol / 2 h / 20 °C

2.2: 2 h / Reflux

With pyridine; hydrogenchloride; copper diacetate; In methanol; dichloromethane;

DOI:10.1021/acs.jmedchem.8b02014

Reference yield:

tert-butyl (S)-2-((2-carbamoyl-3-chloro-1H-pyrrol-1-yl)carbamoyl)pyrrolidine-1-carboxylate → (S)-4-(2-(5-chloro-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)pyrrolidin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile (1548332-49-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium hydroxide / water; ethanol / 48 h / 100 °C

1.2: pH 4.5

2.1: pyridine; copper diacetate / dichloromethane / 20 °C / Molecular sieve

3.1: hydrogenchloride / methanol / 2 h / 20 °C

3.2: 2 h / Reflux

With pyridine; hydrogenchloride; copper diacetate; potassium hydroxide; In methanol; ethanol; dichloromethane; water;

DOI:10.1021/acs.jmedchem.8b02014

upstream raw materials:

1-(tert-butoxycarbonyl)-L-proline

1-amino-3-chloro-1H-pyrrole-2-carboxamide

4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile