3-(6-Aminopyridin-2-yl)propanoic acid

Base Information

• Chemical Name: 3-(6-Aminopyridin-2-yl)propanoic acid
• CAS No.: 153140-16-0
• Molecular Formula: C₈H₁₀N₂O₂
• Molecular Weight: 166.18
• DSSTox Substance ID: DTXSID60570335
• Mol file: 153140-16-0.mol

Synonyms:153140-16-0;3-(6-aminopyridin-2-yl)propanoic acid;SCHEMBL7435568;DTXSID60570335;3-(6-aminopyridin-2-yl)propanoicacid;3,3,4,4-TETRAMETHYLBENZOPHENONE

Chemical Property of 3-(6-Aminopyridin-2-yl)propanoic acid

Chemical Property:

• Vapor Pressure: 6.92E-06mmHg at 25°C
• Refractive Index: 1.603
• Boiling Point: 362.4°Cat760mmHg
• PKA: 3.85±0.10(Predicted)
• Flash Point: 173°C
• PSA: 76.21000
• Density: 1.289g/cm³
• LogP: 1.26220
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 166.074227566
• Heavy Atom Count: 12
• Complexity: 161

Purity/Quality:

2-AMINO-6-(2-CARBOXYETHYL)PYRIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=NC(=C1)N)CCC(=O)O

Technology Process of 3-(6-Aminopyridin-2-yl)propanoic acid

There total 12 articles about 3-(6-Aminopyridin-2-yl)propanoic 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: 96.6%

2-Tritylamino-6-(2-carboxyethyl)pyridine (153140-25-1) → 2-amino-6-(2-carboxyethyl)-pyridine (153140-16-0)

Guidance literature:

With acetic acid; for 0.5h; Heating;

Reference yield:

2-Amino-6-methylpyridine (1824-81-3) → 2-amino-6-(2-carboxyethyl)-pyridine (153140-16-0)

Guidance literature:

Multi-step reaction with 11 steps

1: 97.9 percent / Et₃N / CH₂Cl₂ / 18 h / Ambient temperature

2: 54.7 percent / aq. KMnO₄ / 2 h / 75 °C

3: 88 percent / 10percent aq. NaOH / 2 h / Heating

4: 54.5 percent / HCl / 9 h / Heating

5: 100 percent / Et₃N / CHCl₃ / 5 h / Ambient temperature

6: 84.5 percent / DIBAL / toluene / 0.5 h / -70 °C

7: 83.8 percent / piperidine / benzene / 22 h / Heating

8: 99.5 percent / H₂ / Pd / tetrahydrofuran; methanol / 5 h / 760 Torr / Ambient temperature

9: 50percent aq. NaOH / 2 h / Heating

10: benzene / 2 h / Heating

11: 96.6 percent / 50percent aq. AcOH / 0.5 h / Heating

With piperidine; hydrogenchloride; sodium hydroxide; potassium permanganate; hydrogen; diisobutylaluminium hydride; acetic acid; triethylamine; palladium; In tetrahydrofuran; methanol; dichloromethane; chloroform; toluene; benzene;

Reference yield:

6-aminopicolinic acid (23628-31-1) → 2-amino-6-(2-carboxyethyl)-pyridine (153140-16-0)

Guidance literature:

Multi-step reaction with 8 steps

1: 54.5 percent / HCl / 9 h / Heating

2: 100 percent / Et₃N / CHCl₃ / 5 h / Ambient temperature

3: 84.5 percent / DIBAL / toluene / 0.5 h / -70 °C

4: 83.8 percent / piperidine / benzene / 22 h / Heating

5: 99.5 percent / H₂ / Pd / tetrahydrofuran; methanol / 5 h / 760 Torr / Ambient temperature

6: 50percent aq. NaOH / 2 h / Heating

7: benzene / 2 h / Heating

8: 96.6 percent / 50percent aq. AcOH / 0.5 h / Heating

With piperidine; hydrogenchloride; sodium hydroxide; hydrogen; diisobutylaluminium hydride; acetic acid; triethylamine; palladium; In tetrahydrofuran; methanol; chloroform; toluene; benzene;

upstream raw materials:

2-Tritylamino-6-(2-carboxyethyl)pyridine

2-Amino-6-methylpyridine

6-aminopicolinic acid

2-acetylamino-6-methylpyridine