methyl (4-(4-fluorophenyl)-6-isopropyl-2-(1-methyl-1H-1,2,4-triazol-5-yl)amino)pyrimidine-5-carboxylate

Base Information

• Chemical Name: methyl (4-(4-fluorophenyl)-6-isopropyl-2-(1-methyl-1H-1,2,4-triazol-5-yl)amino)pyrimidine-5-carboxylate
• CAS No.: 1218994-92-3
• Molecular Formula: C₁₈H₁₉FN₆O₂
• Molecular Weight: 370.386

Synonyms:methyl (4-(4-fluorophenyl)-6-isopropyl-2-(1-methyl-1H-1,2,4-triazol-5-yl)amino)pyrimidine-5-carboxylate

Chemical Property of methyl (4-(4-fluorophenyl)-6-isopropyl-2-(1-methyl-1H-1,2,4-triazol-5-yl)amino)pyrimidine-5-carboxylate

Chemical Property:

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Technology Process of methyl (4-(4-fluorophenyl)-6-isopropyl-2-(1-methyl-1H-1,2,4-triazol-5-yl)amino)pyrimidine-5-carboxylate

There total 1 articles about methyl (4-(4-fluorophenyl)-6-isopropyl-2-(1-methyl-1H-1,2,4-triazol-5-yl)amino)pyrimidine-5-carboxylate 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: 86.0%

2-chloro-4-(4-fluoro-phenyl)-6-isopropyl-pyrimidine-5-carboxylic acid methyl ester (488798-38-5) + 5-amino-1-methyl-1,2,4-triazole (15795-39-8) → methyl (4-(4-fluorophenyl)-6-isopropyl-2-(1-methyl-1H-1,2,4-triazol-5-yl)amino)pyrimidine-5-carboxylate (1218994-92-3)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 - 25 ℃; for 2h; Inert atmosphere; Large scale reaction;

DOI:10.1021/op100010n

Reference yield:

methyl (4-(4-fluorophenyl)-6-isopropyl-2-(1-methyl-1H-1,2,4-triazol-5-yl)amino)pyrimidine-5-carboxylate (1218994-92-3) → tert-butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(methyl-(1-methyl-1H-1,2,4-triazol-5-yl)amino)pyrimidin-5-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

Guidance literature:

Multi-step reaction with 4 steps

1: 1,4-diaza-bicyclo[2.2.2]octane / 88 - 90 °C / Inert atmosphere; Large scale reaction

2: diisobutylaluminium hydride / toluene / -15 - -5 °C / Large scale reaction

3: sodium hypochlorite; 2,2,6,6-tetramethylpiperidin-1-ol; potassium bromide / water; ethyl acetate / -5 - 5 °C / Inert atmosphere; Large scale reaction

4: lithium hexamethyldisilazane / tetrahydrofuran / -80 - -70 °C / Large scale reaction

With 1,4-diaza-bicyclo[2.2.2]octane; sodium hypochlorite; 2,2,6,6-tetramethylpiperidin-1-ol; diisobutylaluminium hydride; potassium bromide; lithium hexamethyldisilazane; In tetrahydrofuran; water; ethyl acetate; toluene;

DOI:10.1021/op100010n

Reference yield:

methyl (4-(4-fluorophenyl)-6-isopropyl-2-(1-methyl-1H-1,2,4-triazol-5-yl)amino)pyrimidine-5-carboxylate (1218994-92-3) → BMS-644950

Guidance literature:

Multi-step reaction with 5 steps

1: 1,4-diaza-bicyclo[2.2.2]octane / 88 - 90 °C / Inert atmosphere; Large scale reaction

2: diisobutylaluminium hydride / toluene / -15 - -5 °C / Large scale reaction

3: sodium hypochlorite; 2,2,6,6-tetramethylpiperidin-1-ol; potassium bromide / water; ethyl acetate / -5 - 5 °C / Inert atmosphere; Large scale reaction

4: lithium hexamethyldisilazane / tetrahydrofuran / -80 - -70 °C / Large scale reaction

5: hydrogenchloride / tetrahydrofuran; water

With 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; sodium hypochlorite; 2,2,6,6-tetramethylpiperidin-1-ol; diisobutylaluminium hydride; potassium bromide; lithium hexamethyldisilazane; In tetrahydrofuran; water; ethyl acetate; toluene;

DOI:10.1021/op100010n

upstream raw materials:

2-chloro-4-(4-fluoro-phenyl)-6-isopropyl-pyrimidine-5-carboxylic acid methyl ester

5-amino-1-methyl-1,2,4-triazole

Downstream raw materials:

(4-(4-fluorophenyl)-6-isopropyl-2-(methyl(1-methyl-1H-1,2,4-triazol-5-yl)amino)pyrimidine-5-yl)methanol

4-(4-fluorophenyl)-6-isopropyl-2-(methyl(1-methyl-1H-1,2,4-triazol-5-yl)amino)pyrimidine-5-carbaldehyde

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