Ubrogepant Intermediate

Base Information

• Chemical Name: Ubrogepant Intermediate
• CAS No.: 1375541-21-1
• Molecular Formula: C₁₅H₁₁N₃O₃
• Molecular Weight: 281.271
• Mol file: 1375541-21-1.mol

Synonyms:(S)-2′-oxo-1′,2′,5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3′-pyrrolo[2,3-b]pyridine]-3-carboxylic acid

Chemical Property of Ubrogepant Intermediate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

(3S)-2-oxospiro[1H-pyrrolo[2,3-b]pyridine-3,6''-5,7-dihydrocyclopenta[b]pyridine]-3''-carboxylicacid 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: This is ubrogepant's intermediate, used as chemical references/standards.

Technology Process of Ubrogepant Intermediate

There total 34 articles about Ubrogepant Intermediate 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: 94.0%

(S)-1‘-(tert-butyl)-2’-oxo-1‘,2’,5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3’-pyrrolo[2,3-b]pyridine]-3-carboxylic acid (1455358-16-3) → (S)-2′-oxo-1′,2′,5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3′-pyrrolo[2,3-b]pyridine]-3-carboxylic acid (1375541-21-1)

Guidance literature:

(S)-1‘-(tert-butyl)-2’-oxo-1‘,2’,5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3’-pyrrolo[2,3-b]pyridine]-3-carboxylic acid; With hydrogenchloride; In water; at 94 ℃; for 48h;

With sodium hydroxide; In water; pH=2.6;

Reference yield: 94.0%

(S)-1'-(tert-butyl)-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylic acid → (S)-2′-oxo-1′,2′,5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3′-pyrrolo[2,3-b]pyridine]-3-carboxylic acid (1375541-21-1)

Guidance literature:

With hydrogenchloride; at 94 ℃; for 48h;

Reference yield: 50.0%

C20H18N4O3 → (S)-2′-oxo-1′,2′,5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3′-pyrrolo[2,3-b]pyridine]-3-carboxylic acid (1375541-21-1)

Guidance literature:

C₂₀H₁₈N₄O₃; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

With hydrogenchloride; In water; at 110 ℃; for 48h;

DOI:10.1021/acs.orglett.1c04174

upstream raw materials:

Pyridine-2,3-dicarboxylic acid

(6S)-3-amino-5,7-dihydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one

(6S)-3-iodo-5,7-dihydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one

methyl (6S)-2'-oxo-1',2’,5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylate

Downstream raw materials:

(6S)-N-[(3S,5S,6R)-6-methyl-2-oxo-5-phenyl-1-(2,2,2-trifluoroethyl)piperidin-3-yl]-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxamide

(6S)-N-[(3S,5S,6R)-5-(2-Fluoro-3-methylphenyl)-6-methyl-2-oxo-1-(2,2,2-trifluoroethyl)piperidin-3-yl]-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxamide

(S)-N-((3S,5S,6R)-6-methyl-2-oxo-5-(o-tolyl)-1-(2,2,2-trifluoroethyl)piperidin-3-yl)-2’-oxo-l‘,2’,5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3’-pyrrolo[2,3-b]pyridine]-3-carboxamide

(6S)-N-[(6S,8S)-6-(2,3-difluorophenyl)-3-(2,2,2-trifluoroethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-8-yl]-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxamide