N-[3-[(4r)-2-Azanylidene-5,5-Bis(Fluoranyl)-4-Methyl-1,3-Oxazinan-4-Yl]-4-Fluoranyl-Phenyl]-5-Cyano-Pyridine-2-Carboxamide

Base Information

Chemical Name:N-[3-[(4r)-2-Azanylidene-5,5-Bis(Fluoranyl)-4-Methyl-1,3-Oxazinan-4-Yl]-4-Fluoranyl-Phenyl]-5-Cyano-Pyridine-2-Carboxamide
CAS No.:1310347-50-2
Molecular Formula:C₁₈H₁₄F₃N₅O₂
Molecular Weight:389.337
Hs Code.:
UNII:B67UFT75QS
Wikidata:Q27456604
Pharos Ligand ID:NY9WX7AQ8FVA
ChEMBL ID:CHEMBL2347215

Synonyms:BACE1-IN-1;1310347-50-2;B67UFT75QS;RG7129;N-[3-[(4r)-2-Azanylidene-5,5-Bis(Fluoranyl)-4-Methyl-1,3-Oxazinan-4-Yl]-4-Fluoranyl-Phenyl]-5-Cyano-Pyridine-2-Carboxamide;UNII-B67UFT75QS;CHEMBL2347215;RO-5508887;2-Pyridinecarboxamide, N-(3-((4R)-2-amino-5,5-difluoro-5,6-dihydro-4-methyl-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-cyano-;N-[3-[(4R)-2-amino-5,5-difluoro-4-methyl-6H-1,3-oxazin-4-yl]-4-fluorophenyl]-5-cyanopyridine-2-carboxamide;GTPL9821;SCHEMBL1975951;BCP23733;BDBM50432628;AKOS040732524;MS-26467;HY-100182;RO5508887;CS-0018177;Q27456604;RO 5508887;RG-7129;RG 7129;5-Cyano-pyridine-2-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide;6Z0

Suppliers and Price of N-[3-[(4r)-2-Azanylidene-5,5-Bis(Fluoranyl)-4-Methyl-1,3-Oxazinan-4-Yl]-4-Fluoranyl-Phenyl]-5-Cyano-Pyridine-2-Carboxamide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Total 2 raw suppliers

Chemical Property of N-[3-[(4r)-2-Azanylidene-5,5-Bis(Fluoranyl)-4-Methyl-1,3-Oxazinan-4-Yl]-4-Fluoranyl-Phenyl]-5-Cyano-Pyridine-2-Carboxamide

Chemical Property:

Density:1.45±0.1 g/cm3(Predicted)
XLogP3:1.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:3
Exact Mass:389.10995919
Heavy Atom Count:28
Complexity:694

Purity/Quality:: 95% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1(C(COC(=N1)N)(F)F)C2=C(C=CC(=C2)NC(=O)C3=NC=C(C=C3)C#N)F
Isomeric SMILES:C[C@]1(C(COC(=N1)N)(F)F)C2=C(C=CC(=C2)NC(=O)C3=NC=C(C=C3)C#N)F
Recent ClinicalTrials:A Study on Safety, Pharmacokinetics and Pharmacodynamics of RO5508887 in Healthy Volunteers

Technology Process of N-[3-[(4r)-2-Azanylidene-5,5-Bis(Fluoranyl)-4-Methyl-1,3-Oxazinan-4-Yl]-4-Fluoranyl-Phenyl]-5-Cyano-Pyridine-2-Carboxamide

There total 8 articles about N-[3-[(4r)-2-Azanylidene-5,5-Bis(Fluoranyl)-4-Methyl-1,3-Oxazinan-4-Yl]-4-Fluoranyl-Phenyl]-5-Cyano-Pyridine-2-Carboxamide 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: 65.0%

: 1310350-45-8
(R)-4-(5-amino-2-fluorophenyl)-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine

: 53234-55-2
5-cyano-pyridine-2-carboxylic acid

: 1310347-50-2
5-cyano-pyridine-2-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide

Guidance literature:: 5-cyano-pyridine-2-carboxylic acid; With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; In methanol; at 0 ℃; for 0.5h;

(R)-4-(5-amino-2-fluorophenyl)-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine; In methanol; at 0 - 22 ℃; for 20h;
DOI:10.1021/jm400225m

Reference yield:

: 1075230-62-4
(R)-2-methylpropane-2-sulfinic acid [1-(2-fluoro-5-nitrophenyl)-(E)-ethylidene]amide

: 1310347-50-2
5-cyano-pyridine-2-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide

Guidance literature:: Multi-step reaction with 6 steps

1.1: zinc; copper(l) chloride / tetrahydrofuran / 0.5 h / 22 - 35 °C / Inert atmosphere

1.2: 2 h / 22 °C / Inert atmosphere

2.1: lithium borohydride / tetrahydrofuran / 1.5 h / 0 °C

3.1: hydrogenchloride / methanol; water; 1,4-dioxane / 1 h / 22 °C

4.1: ethanol / 24 h / 22 - 85 °C / Sealed tube

5.1: palladium 10% on activated carbon; hydrogen / ethanol / 1 h / 22 °C / Inert atmosphere

6.1: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride / methanol / 0.5 h / 0 °C

6.2: 20 h / 0 - 22 °C

With hydrogenchloride; lithium borohydride; palladium 10% on activated carbon; hydrogen; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; copper(l) chloride; zinc; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water; 1.2: |Reformatsky Reaction;
DOI:10.1021/jm400225m

Reference yield:

: 79110-05-7
1-(2-fluoro-5-nitrophenyl)ethanone

: 1310347-50-2
5-cyano-pyridine-2-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide

Guidance literature:: Multi-step reaction with 7 steps

1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 5 h / 50 - 70 °C

2.1: zinc; copper(l) chloride / tetrahydrofuran / 0.5 h / 22 - 35 °C / Inert atmosphere

2.2: 2 h / 22 °C / Inert atmosphere

3.1: lithium borohydride / tetrahydrofuran / 1.5 h / 0 °C

4.1: hydrogenchloride / methanol; water; 1,4-dioxane / 1 h / 22 °C

5.1: ethanol / 24 h / 22 - 85 °C / Sealed tube

6.1: palladium 10% on activated carbon; hydrogen / ethanol / 1 h / 22 °C / Inert atmosphere

7.1: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride / methanol / 0.5 h / 0 °C

7.2: 20 h / 0 - 22 °C

With hydrogenchloride; titanium(IV) tetraethanolate; lithium borohydride; palladium 10% on activated carbon; hydrogen; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; copper(l) chloride; zinc; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water; 2.2: |Reformatsky Reaction;
DOI:10.1021/jm400225m