Unii-LV99ztj3GS

Base Information

• Chemical Name: Unii-LV99ztj3GS
• CAS No.: 470689-87-3
• Molecular Formula: C30H35N5O2
• Molecular Weight: 497.6312
• UNII: LV99ZTJ3GS
• Pharos Ligand ID: 3J27G79KC3BJ
• ChEMBL ID: CHEMBL255858
• Mol file: 470689-87-3.mol

Synonyms:NIBR-1282

Chemical Property of Unii-LV99ztj3GS

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 499.29472544
• Heavy Atom Count: 37
• Complexity: 742

Purity/Quality:

≥98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C(=[N+](C=C1)[O-])C)C(=O)N2CCC(CC2)(C)N3CCC(CC3)N(C4=CC=CC=C4)C5=CN=CC=C5

Technology Process of Unii-LV99ztj3GS

There total 11 articles about Unii-LV99ztj3GS 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: 76.0%

(4'-methyl-[1,4′]bipiperidinyl-4-yl)phenylpyridin-3-ylamine (678975-17-2) + 3-carboxy-2,4-dimethylpyridine 1-oxide (372156-99-5) → [3H]-NIBR-1282 (470689-87-3)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2008.01.108

Reference yield:

4-(phenylpyridin-3-ylamino)piperidine-1-carboxylic acid tert-butyl ester (1024615-31-3) → [3H]-NIBR-1282 (470689-87-3)

Guidance literature:

Multi-step reaction with 5 steps

1: sulfuric acid / toluene; water / 3.5 h / 0 - 45 °C

2: toluene / 3.5 h / 106 - 114 °C

3: toluene; tetrahydrofuran / 1.17 h / 20 - 28 °C

4: sulfuric acid / toluene; water / 2.5 h / 37 - 47 °C

5: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; tributyl-amine / N,N-dimethyl-formamide / 17 h / 25 - 50 °C

With tributyl-amine; sulfuric acid; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene; 2: |Bruylants Amination;

DOI:10.1021/op400250s

Reference yield:

phenylpiperidin-4-ylpyridin-3-ylamine (470690-10-9) → [3H]-NIBR-1282 (470689-87-3)

Guidance literature:

Multi-step reaction with 4 steps

1: toluene / 3.5 h / 106 - 114 °C

2: toluene; tetrahydrofuran / 1.17 h / 20 - 28 °C

3: sulfuric acid / toluene; water / 2.5 h / 37 - 47 °C

4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; tributyl-amine / N,N-dimethyl-formamide / 17 h / 25 - 50 °C

With tributyl-amine; sulfuric acid; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene; 1: |Bruylants Amination;

DOI:10.1021/op400250s

upstream raw materials:

(4'-methyl-[1,4′]bipiperidinyl-4-yl)phenylpyridin-3-ylamine

3-carboxy-2,4-dimethylpyridine 1-oxide

4-(phenylpyridin-3-ylamino)piperidine-1-carboxylic acid tert-butyl ester

phenylpiperidin-4-ylpyridin-3-ylamine

Refernces

• 1、 Thoma, Gebhard,Beerli, Christian,Bigaud, Marc,Bruns, Christian,Cooke, Nigel G.,Streiff, Markus B.,Zerwes, Hans-Guenter. "Reduced cardiac side-effect potential by introduction of polar groups: Discovery of NIBR-1282, an orally bioavailable CCR5 antagonist which is active in vivo". . p. 2000 - 2005. Retrieved 2008/12/21.