Tert-butyl octahydro-2,7-naphthyridine-2(1H)-carboxylate

Base Information

• Chemical Name: Tert-butyl octahydro-2,7-naphthyridine-2(1H)-carboxylate
• CAS No.: 885270-18-8
• Molecular Formula: C₁₃H₂₄N₂O₂
• Molecular Weight: 240.346
• European Community (EC) Number: 817-354-4
• DSSTox Substance ID: DTXSID10700600
• Mol file: 885270-18-8.mol

Synonyms:885270-18-8;TERT-BUTYL OCTAHYDRO-2,7-NAPHTHYRIDINE-2(1H)-CARBOXYLATE;tert-butyl decahydro-2,7-naphthyridine-2-carboxylate;2,7-Naphthyridine-2(1H)-carboxylicacid, octahydro-, 1,1-dimethylethyl ester;tert-butyl 3,4,4a,5,6,7,8,8a-octahydro-1H-2,7-naphthyridine-2-carboxylate;SCHEMBL14971262;DTXSID10700600;XMNLSMUWYYKSRJ-UHFFFAOYSA-N;MFCD08234634;AKOS023397780;AB43606;PS-20829;CS-0234778;E73702;EN300-1472365;Z1505695417;tert-Butyl octahydro-2,7-naphthyridine-2-(1H)-carboxylate

Chemical Property of Tert-butyl octahydro-2,7-naphthyridine-2(1H)-carboxylate

Chemical Property:

• Boiling Point: 331.7±25.0 °C(Predicted)
• PKA: 11.45±0.20(Predicted)
• PSA: 41.57000
• Density: 1.032±0.06 g/cm3(Predicted)
• LogP: 2.11960
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 240.183778013
• Heavy Atom Count: 17
• Complexity: 286

Purity/Quality:

99% ^*data from raw suppliers

TERT-BUTYL OCTAHYDRO-2,7-NAPHTHYRIDINE-2(1H)-CARBOXYLATE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC2CCNCC2C1

Technology Process of Tert-butyl octahydro-2,7-naphthyridine-2(1H)-carboxylate

There total 5 articles about Tert-butyl octahydro-2,7-naphthyridine-2(1H)-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: 69.0%

tert-butyl 3,4-dihydro-2,7-naphthyridine-2(1H)-carboxylate (1373223-07-4) → tert-butyl octahydro-2,7-naphthyridine-2(1H)-carboxylate (885270-18-8)

Guidance literature:

With hydrogen; palladium(II) hydroxide; acetic acid; at 80 ℃;

Reference yield:

2,7-naphthyridine-1,3,6,8(2H,4H,5H,7H)-tetraone (1380064-29-8) → tert-butyl octahydro-2,7-naphthyridine-2(1H)-carboxylate (885270-18-8)

Guidance literature:

Multi-step reaction with 4 steps

1: trichlorophosphate / 24 h / 180 °C

2: potassium acetate; hydrogen; palladium on activated charcoal / methanol / 24 h / 20 °C

3: dmap / acetonitrile / 0 - 20 °C

4: acetic acid; hydrogen; palladium(II) hydroxide / 80 °C

With dmap; palladium on activated charcoal; hydrogen; potassium acetate; palladium(II) hydroxide; acetic acid; trichlorophosphate; In methanol; acetonitrile;

Reference yield:

diethyl 1,3-acetonedicarboxylate (105-50-0) → tert-butyl octahydro-2,7-naphthyridine-2(1H)-carboxylate (885270-18-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: ethylamine / ethanol / 48 h / 20 °C

1.2: 0.17 h / 100 °C

2.1: trichlorophosphate / 24 h / 180 °C

3.1: potassium acetate; hydrogen; palladium on activated charcoal / methanol / 24 h / 20 °C

4.1: dmap / acetonitrile / 0 - 20 °C

5.1: acetic acid; hydrogen; palladium(II) hydroxide / 80 °C

With dmap; palladium on activated charcoal; hydrogen; potassium acetate; palladium(II) hydroxide; ethylamine; acetic acid; trichlorophosphate; In methanol; ethanol; acetonitrile;

upstream raw materials:

2,7-naphthyridine-1,3,6,8(2H,4H,5H,7H)-tetraone

diethyl 1,3-acetonedicarboxylate

1,3,6,8-tetrachloro-2,7-naphthyridine

1,2,3,4-tetrahydro-2,7-naphthyridine

Downstream raw materials:

tert-butyl 7-(3-((4-((3-chloro-4-fluorophenyl)amino)-7-methoxy-quinazolin-6-yl)oxy)propyl)octahydro-2,7-naphthyridine-2(1H)-carboxylate

N-(3-chloro-4-fluorophenyl)-7-methoxy-6-(3-(octahydro-2,7-naphthyridin-2(1H)-yl)propoxy)quinazolin-4-amine

Refernces

• 1、 -. "AMINOQUINAZOLINE DERIVATIVES AND THEIR SALTS AND METHODS OF USE". . . Retrieved 2013/06/05.