(S)-2-(1-((6-amino-5-iodopyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one

Base Information

• Chemical Name: (S)-2-(1-((6-amino-5-iodopyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one
• CAS No.: 1605328-61-7
• Molecular Formula: C₁₉H₁₈IN₇O
• Molecular Weight: 487.303

Synonyms:(S)-2-(1-((6-amino-5-iodopyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one

Chemical Property of (S)-2-(1-((6-amino-5-iodopyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (S)-2-(1-((6-amino-5-iodopyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one

There total 9 articles about (S)-2-(1-((6-amino-5-iodopyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-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: 56.0%

6-amino-4-chloro-5-iodopyrimidine (353272-15-8) + (S)-2-(1-aminoethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one (1403943-08-7) → (S)-2-(1-((6-amino-5-iodopyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one (1605328-61-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; cesium fluoride; In tert-butyl alcohol; at 140 ℃; for 40h; Sealed tube;

DOI:10.1021/acs.jmedchem.8b00873

Reference yield:

C6H6ClNO (1133931-03-9) → (S)-2-(1-((6-amino-5-iodopyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one (1605328-61-7)

Guidance literature:

Multi-step reaction with 7 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C

2: Aliquat 336; sodium hypochlorite; ammonium chloride; ammonium hydroxide; sodium hydroxide / water; diethyl ether; tert-butyl methyl ether / 0 - 20 °C

3: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate / 0 - 20 °C

4: triethylamine; triphenylphosphine; bromine / dichloromethane / 2 h / 60 °C

5: ammonia / methanol / 32 h / 100 °C

6: trifluoroacetic acid / dichloromethane / 20 °C

7: N-ethyl-N,N-diisopropylamine; cesium fluoride / tert-butyl alcohol / 40 h / 140 °C / Sealed tube

With ammonium hydroxide; sodium hypochlorite; ammonia; bromine; Aliquat 336; ammonium chloride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; cesium fluoride; trifluoroacetic acid; sodium hydroxide; In methanol; diethyl ether; dichloromethane; tert-butyl methyl ether; water; ethyl acetate; tert-butyl alcohol;

DOI:10.1021/acs.jmedchem.8b00873

Reference yield:

aniline (62-53-3) → (S)-2-(1-((6-amino-5-iodopyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one (1605328-61-7)

Guidance literature:

Multi-step reaction with 7 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C

2: Aliquat 336; sodium hypochlorite; ammonium chloride; ammonium hydroxide; sodium hydroxide / water; diethyl ether; tert-butyl methyl ether / 0 - 20 °C

3: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate / 0 - 20 °C

4: triethylamine; triphenylphosphine; bromine / dichloromethane / 2 h / 60 °C

5: ammonia / methanol / 32 h / 100 °C

6: trifluoroacetic acid / dichloromethane / 20 °C

7: N-ethyl-N,N-diisopropylamine; cesium fluoride / tert-butyl alcohol / 40 h / 140 °C / Sealed tube

With ammonium hydroxide; sodium hypochlorite; ammonia; bromine; Aliquat 336; ammonium chloride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; cesium fluoride; trifluoroacetic acid; sodium hydroxide; In methanol; diethyl ether; dichloromethane; tert-butyl methyl ether; water; ethyl acetate; tert-butyl alcohol;

DOI:10.1021/acs.jmedchem.8b00873

upstream raw materials:

C₆H₆ClNO

aniline

3-methyl-N-phenyl-1H-pyrrole-2-carboxamide

1-amino-3-methyl-N-phenyl-1H-pyrrole-2-carboxamide

Downstream raw materials:

(S)-2-(1-((6-amino-5-(4-hydroxyphenyl)pyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one

(S)-2-(1-((6-amino-5-(3-fluoro-4-hydroxyphenyl)pyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one

(S)-2-(1-((2',6-diamino[5,5'-bipyrimidin]-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one

(S)-N-(3-(4-amino-6-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)pyrimidin-5-yl)phenyl)methanesulfonamide

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