5H-Pyrano[4,3-b]pyridine-3-carboxylic acid, 2-amino-7,8-dihydro-7,7-dimethyl-, ethyl ester

Base Information

• Chemical Name: 5H-Pyrano[4,3-b]pyridine-3-carboxylic acid, 2-amino-7,8-dihydro-7,7-dimethyl-, ethyl ester
• CAS No.: 267665-48-5
• Molecular Formula: C₁₃H₁₈N₂O₃
• Molecular Weight: 250.298
• Mol file: 267665-48-5.mol

Synonyms:2-Amino-7,7-dimethyl-7,8-dihydro-5H-pyrano[4,3-b]pyridine-3-carboxylic acid ethyl ester;2-amino-3-ethoxycarbonyl-7,7-dimethyl-7,8-dihydro-5H-pyrano[4,3-b]pyridine;

Chemical Property of 5H-Pyrano[4,3-b]pyridine-3-carboxylic acid, 2-amino-7,8-dihydro-7,7-dimethyl-, ethyl ester

Chemical Property:

• PSA: 74.44000
• LogP: 2.27300

Purity/Quality:

ETHYL 2-AMINO-7,7-DIMETHYL-7,8-DIHYDRO-5H-PYRANO[4,3-B]PYRIDINE-3-CARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5H-Pyrano[4,3-b]pyridine-3-carboxylic acid, 2-amino-7,8-dihydro-7,7-dimethyl-, ethyl ester

There total 4 articles about 5H-Pyrano[4,3-b]pyridine-3-carboxylic acid, 2-amino-7,8-dihydro-7,7-dimethyl-, ethyl ester 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: 75.0%

ethyl 2-cyano-3-(2,2-dimethyl-4-morpholino-3,6-dihydro-2H-pyran-5-yl)acrylate (306740-23-8) → ethyl 2-amino-7,7-dimethyl-7,8-dihydro-5H-pyrano[4,3-b]pyridine-3-carboxylate (267665-48-5)

Guidance literature:

With ammonia; In tetrahydrofuran; water; at 50 - 55 ℃; for 6h;

DOI:10.1007/BF02251803

Reference yield: 60.5%

ethanol (64-17-5) + 2-amino-7,7-dimethyl-7,8-dihydro-5H-pyrano<4,3-b>pyridine-3-carboxylic acid (163770-45-4) → ethyl 2-amino-7,7-dimethyl-7,8-dihydro-5H-pyrano[4,3-b]pyridine-3-carboxylate (267665-48-5)

Guidance literature:

With sulfuric acid; for 6h; Heating;

DOI:10.1023/A:1012411927105

Reference yield:

2,2-dimethyl-4-(N-morpholino)-2,3-dihydro-6H-pyran (93956-88-8) → ethyl 2-amino-7,7-dimethyl-7,8-dihydro-5H-pyrano[4,3-b]pyridine-3-carboxylate (267665-48-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / tetrahydrofuran / 20 °C

2: 75 percent / NH₃ / tetrahydrofuran; H₂O / 6 h / 50 - 55 °C

With ammonia; In tetrahydrofuran; water; 1: Condensation / 2: Cyclization;

DOI:10.1007/BF02251803

upstream raw materials:

ethyl 2-cyano-3-(2,2-dimethyl-4-morpholino-3,6-dihydro-2H-pyran-5-yl)acrylate

ethanol

2-amino-7,7-dimethyl-7,8-dihydro-5H-pyrano<4,3-b>pyridine-3-carboxylic acid

2,2-dimethyl-4-(N-morpholino)-2,3-dihydro-6H-pyran

Downstream raw materials:

8,8-dimethyl-4-oxo-3-phenyl-2-thioxo-2,3,4,6,8,9-hexahydro-1H-pyrano[3',4':5,6]pyrido[2,3-d]pyrimidine

3-benzyl-7,7-dimethyl-2-thioxo-1,2,3,5,7,8-hexahydro-6-oxa-1,3,9-triaza-anthracen-4-one

2-(N'-benzylthioureido)-3-ethoxycarbonyl-7,7-dimethyl-7,8-dihydro-5H-pyrano[4,3-b]pyridine

3-(4-methoxy-phenyl)-7,7-dimethyl-2-thioxo-1,2,3,5,7,8-hexahydro-6-oxa-1,3,9-triaza-anthracen-4-one