tert-Butyl 3-amino-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate

Base Information

• Chemical Name: tert-Butyl 3-amino-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate
• CAS No.: 355819-02-2
• Molecular Formula: C₁₃H₁₉N₃O₂
• Molecular Weight: 249.313
• Hs Code.: 2933990090
• European Community (EC) Number: 848-410-6
• DSSTox Substance ID: DTXSID20474163
• Nikkaji Number: J1.584.619D
• Wikidata: Q82303988
• Mol file: 355819-02-2.mol

Synonyms:355819-02-2;tert-Butyl 3-amino-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate;6-BOC-3-AMINO-5,6,7,8-TETRAHYDRO-[1,6]NAPHTHYRIDINE;Tert-butyl 3-amino-7,8-dihydro-5H-1,6-naphthyridine-6-carboxylate;tert-butyl 3-amino-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carboxylate;MFCD07371643;SCHEMBL3002453;6-Boc-3-amino-5,6,7,8-tetrahydro-1,6-naphthyridine;DTXSID20474163;YHALGDJDGQKVHY-UHFFFAOYSA-N;tert-butyl3-amino-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate;AKOS016001495;SB36803;AS-68829;SY123716;CS-0038090;FT-0704465;EN300-125527;W14854;A853061;3-Amino-7,8-dihydro-5H-[1,6]naphthyridine-6-carboxylic acid tert-butyl ester

Chemical Property of tert-Butyl 3-amino-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate

Chemical Property:

• PSA: 68.45000
• LogP: 2.47610
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 249.147726857
• Heavy Atom Count: 18
• Complexity: 314

Purity/Quality:

99%, ^*data from raw suppliers

tert-butyl 3-amino-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC2=C(C1)C=C(C=N2)N

Technology Process of tert-Butyl 3-amino-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate

There total 3 articles about tert-Butyl 3-amino-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate 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: 93.37%

tert-butyl 3-nitro-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carboxylate (355818-98-3) → tert-butyl 3-amino-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carboxylate (355819-02-2)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; at 15 - 20 ℃; for 16h; under 2068.65 Torr;

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → tert-butyl 3-amino-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carboxylate (355819-02-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / aq. NH₃ / methanol

2: 84 percent / H₂ / Pd/C / methanol

With ammonium hydroxide; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1081/SCC-100103271

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → tert-butyl 3-amino-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carboxylate (355819-02-2)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonia / methanol / 1 h / 120 °C / Sealed tube

2: hydrogen; palladium on activated charcoal / methanol / 16 h / 15 - 20 °C / 2068.65 Torr

With palladium on activated charcoal; ammonia; hydrogen; In methanol;

upstream raw materials:

tert-butyl 3-nitro-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carboxylate

N-tert-butyloxycarbonylpiperidin-4-one

Downstream raw materials:

3-bromo-6-(tert-butoxycarbonyl)-5,6,7,8-tetrahydro-1,6-naphthyridine

5,6,7,8-tetrahydro-1,6-naphthyridin-3-ol

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