4-(6-amino-5-(1-isopropyl-1H-1,2,3-triazol-4-yl)pyridin-3-yl)-2-methylbenzoic acid

Base Information

• Chemical Name: 4-(6-amino-5-(1-isopropyl-1H-1,2,3-triazol-4-yl)pyridin-3-yl)-2-methylbenzoic acid
• CAS No.: 1617499-21-4
• Molecular Formula: C₁₈H₁₉N₅O₂
• Molecular Weight: 337.381
• Mol file: 1617499-21-4.mol

Synonyms:4-(6-amino-5-(1-isopropyl-1H-1,2,3-triazol-4-yl)pyridin-3-yl)-2-methylbenzoic acid

Chemical Property of 4-(6-amino-5-(1-isopropyl-1H-1,2,3-triazol-4-yl)pyridin-3-yl)-2-methylbenzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(6-amino-5-(1-isopropyl-1H-1,2,3-triazol-4-yl)pyridin-3-yl)-2-methylbenzoic acid

There total 2 articles about 4-(6-amino-5-(1-isopropyl-1H-1,2,3-triazol-4-yl)pyridin-3-yl)-2-methylbenzoic acid 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: 58.65%

[4-(methoxycarbonyl)-3-methylphenyl]boronic acid (603122-81-2) + 5-bromo-3-(1-isopropyl-1H-[1,2,3]triazol-4-yl)-pyridin-2-ylamine (1617499-16-7) → 4-(6-amino-5-(1-isopropyl-1H-1,2,3-triazol-4-yl)pyridin-3-yl)-2-methylbenzoic acid (1617499-21-4)

Guidance literature:

[4-(methoxycarbonyl)-3-methylphenyl]boronic acid; 5-bromo-3-(1-isopropyl-1H-[1,2,3]triazol-4-yl)-pyridin-2-ylamine; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In 1,4-dioxane; water; at 120 ℃; for 1h; Inert atmosphere; Microwave irradiation;

With water; lithium hydroxide; In 1,4-dioxane; at 100 ℃; for 3h;

Reference yield:

5-bromo-3-ethynyl-pyridin-2-ylamine (1210838-82-6) → 4-(6-amino-5-(1-isopropyl-1H-1,2,3-triazol-4-yl)pyridin-3-yl)-2-methylbenzoic acid (1617499-21-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium azide / water; tert-butyl alcohol / 2 h / 80 °C

1.2: 16 h / 80 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / 1,4-dioxane; water / 1 h / 120 °C / Inert atmosphere; Microwave irradiation

2.2: 3 h / 100 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium azide; caesium carbonate; In 1,4-dioxane; water; tert-butyl alcohol;

Reference yield: 61.4%

morpholine (110-91-8,99108-56-2) + 4-(6-amino-5-(1-isopropyl-1H-1,2,3-triazol-4-yl)pyridin-3-yl)-2-methylbenzoic acid (1617499-21-4) → 4-[ 6-amino-5-(1-isopropyltriazol-4-yl)-3-pyridyl]-2-methylphenylmorpholinomethanone (1617498-96-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

upstream raw materials:

[4-(methoxycarbonyl)-3-methylphenyl]boronic acid

5-bromo-3-(1-isopropyl-1H-[1,2,3]triazol-4-yl)-pyridin-2-ylamine

5-bromo-3-ethynyl-pyridin-2-ylamine

Downstream raw materials:

4-[ 6-amino-5-(1-isopropyltriazol-4-yl)-3-pyridyl]-2-methylphenylmorpholinomethanone

3-(1-isopropyltriazol-4-yl)-5-[3-methyl-4-(morpholinomethyl)phenyl]pyridin-2-amine