(R)-N-(4-(3-aminopiperidin-1-yl)-5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)cyclopropanecarboxamide

Base Information

• Chemical Name: (R)-N-(4-(3-aminopiperidin-1-yl)-5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)cyclopropanecarboxamide
• CAS No.: 1196541-47-5
• Molecular Formula: C₁₆H₂₀BrN₅O
• Molecular Weight: 378.272
• Mol file: 1196541-47-5.mol

Synonyms:(R)-N-(4-(3-aminopiperidin-1-yl)-5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)cyclopropanecarboxamide

Chemical Property of (R)-N-(4-(3-aminopiperidin-1-yl)-5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)cyclopropanecarboxamide

Chemical Property:

• PKA: 14.25±0.40(Predicted)
• Density: 1.619±0.06 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

GDC0575（ARRY-575，RG7441） >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N-(4-(3-aminopiperidin-1-yl)-5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)cyclopropanecarboxamide

There total 5 articles about (R)-N-(4-(3-aminopiperidin-1-yl)-5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)cyclopropanecarboxamide 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: 78.0%

(R)-5-bromo-4-(3-(tert-butoxycarbonylamino)piperidin-1-yl)-3-(cyclopropanecarboxamido)-1H-pyrrolo[2,3-b]pyridine (1196508-04-9) → (R)-N-(4-(3-aminopiperidin-1-yl)-5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)cyclopropanecarboxamide (1196541-47-5)

Guidance literature:

With sulfuric acid; In tetrahydrofuran; at 50 ℃; for 2h; Inert atmosphere;

Reference yield:

5-bromo-4-chloro-3-nitro-1H-pyrrolo[2,3-b]pyridine (1477532-48-1) → (R)-N-(4-(3-aminopiperidin-1-yl)-5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)cyclopropanecarboxamide (1196541-47-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 4-methyl-morpholine / tert-Amyl alcohol / 48 h / 85 °C / Inert atmosphere

2: hydrogen; 4-methyl-morpholine; 1 % platinum and 2% vanadium on carbon / 2-methyltetrahydrofuran / 50 °C / 3750.38 Torr

3: 2-methyltetrahydrofuran / 1.17 h / 15 - 25 °C

4: sulfuric acid / tetrahydrofuran / 2 h / 50 °C / Inert atmosphere

With 4-methyl-morpholine; sulfuric acid; 1 % platinum and 2% vanadium on carbon; hydrogen; In tetrahydrofuran; 2-methyltetrahydrofuran; tert-Amyl alcohol;

Reference yield:

(R)-piperidin-3-ylcarbamic acid tert-butyl ester (309956-78-3,172603-05-3) → (R)-N-(4-(3-aminopiperidin-1-yl)-5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)cyclopropanecarboxamide (1196541-47-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 4-methyl-morpholine / tert-Amyl alcohol / 48 h / 85 °C / Inert atmosphere

2: hydrogen; 4-methyl-morpholine; 1 % platinum and 2% vanadium on carbon / 2-methyltetrahydrofuran / 50 °C / 3750.38 Torr

3: 2-methyltetrahydrofuran / 1.17 h / 15 - 25 °C

4: sulfuric acid / tetrahydrofuran / 2 h / 50 °C / Inert atmosphere

With 4-methyl-morpholine; sulfuric acid; 1 % platinum and 2% vanadium on carbon; hydrogen; In tetrahydrofuran; 2-methyltetrahydrofuran; tert-Amyl alcohol;

upstream raw materials:

(R)-5-bromo-4-(3-(tert-butoxycarbonylamino)piperidin-1-yl)-3-(cyclopropanecarboxamido)-1H-pyrrolo[2,3-b]pyridine

5-bromo-4-chloro-3-nitro-1H-pyrrolo[2,3-b]pyridine

(R)-piperidin-3-ylcarbamic acid tert-butyl ester