4-(1-acetyl-1,2,3,6-tetrahydro-4-pyridinyl)-2,5-difluorobenzoic acid

Base Information

• Chemical Name: 4-(1-acetyl-1,2,3,6-tetrahydro-4-pyridinyl)-2,5-difluorobenzoic acid
• CAS No.: 122858-15-5
• Molecular Formula: C₁₄H₁₃F₂NO₃
• Molecular Weight: 281.259
• Mol file: 122858-15-5.mol

Synonyms:4-(1-acetyl-1,2,3,6-tetrahydro-4-pyridinyl)-2,5-difluorobenzoic acid

Chemical Property of 4-(1-acetyl-1,2,3,6-tetrahydro-4-pyridinyl)-2,5-difluorobenzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(1-acetyl-1,2,3,6-tetrahydro-4-pyridinyl)-2,5-difluorobenzoic acid

There total 7 articles about 4-(1-acetyl-1,2,3,6-tetrahydro-4-pyridinyl)-2,5-difluorobenzoic 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: 77.0%

acetic anhydride (108-24-7) + 4-(4-carboxy-2,5-difluorophenyl)-1,2,3,6-tetrahydropyridine hydrochloride → 4-(1-acetyl-1,2,3,6-tetrahydro-4-pyridinyl)-2,5-difluorobenzoic acid (122858-15-5)

Guidance literature:

for 0.75h; Heating;

DOI:10.1021/jm00066a005

Reference yield:

4-(4-carboxy-2,5-difluorophenyl)-1,2,3,6-tetrahydropyridine hydrochloride → 4-(1-acetyl-1,2,3,6-tetrahydro-4-pyridinyl)-2,5-difluorobenzoic acid (122858-15-5)

Guidance literature:

In water; acetic anhydride;

Reference yield:

1,4-dibromo-2,5-difluorobenzene (327-51-5) → 4-(1-acetyl-1,2,3,6-tetrahydro-4-pyridinyl)-2,5-difluorobenzoic acid (122858-15-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) n-butyllithium / 1.) ethyl ether, hexane, -75 deg C, 2.) ethyl ether, hexane, -50 deg C, 30 min

2: 80 percent / p-toluenesulfonic acid / toluene / 16 h / Heating

3: 63.5 percent / dimethylformamide / 20 h / Heating

4: 9.95 g / 6N HCl / 23 h / Heating

5: 77 percent / 0.75 h / Heating

With hydrogenchloride; n-butyllithium; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00066a005

upstream raw materials:

acetic anhydride

1,4-dibromo-2,5-difluorobenzene

4-(4-bromo-2,5-difluorophenyl)-1-(ethoxycarbonyl)-1,2,3,6-tetrahydropyridine

ethyl 4-(4-cyano-2,5-difluorophenyl)-1,2,3,6-tetrahydro-1-pyridinecarboxylate

Downstream raw materials:

4-(1-acetyl-4-piperidinyl)-2,5-difluorobenzoic acid

ethyl 4-(1-acetyl-1,2,3,6-tetrahydro-pyridin-4-yl)-2,5-difluoro-β-oxobenzenepropionate

ethyl 4-(1-acetyl-4-piperidinyl)-2,5-difluoro-β-oxobenzenepropionate