4-chloro-N~2~-{(1R)-1-[3'-fluoro-2'-(3-methyl-1,2,4-oxadiazol-5-yl)-1-1,1'-biphenyl-4-yl]ethyl}pyridine-2,3-diamine

Base Information

Chemical Name:4-chloro-N~2~-{(1R)-1-[3'-fluoro-2'-(3-methyl-1,2,4-oxadiazol-5-yl)-1-1,1'-biphenyl-4-yl]ethyl}pyridine-2,3-diamine
CAS No.:676445-28-6
Molecular Formula:C₂₂H₁₉ClFN₅O
Molecular Weight:423.877
Hs Code.:

Synonyms:4-chloro-N~2~-{(1R)-1-[3'-fluoro-2'-(3-methyl-1,2,4-oxadiazol-5-yl)-1-1,1'-biphenyl-4-yl]ethyl}pyridine-2,3-diamine

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Chemical Property of 4-chloro-N~2~-{(1R)-1-[3'-fluoro-2'-(3-methyl-1,2,4-oxadiazol-5-yl)-1-1,1'-biphenyl-4-yl]ethyl}pyridine-2,3-diamine

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Technology Process of 4-chloro-N~2~-{(1R)-1-[3'-fluoro-2'-(3-methyl-1,2,4-oxadiazol-5-yl)-1-1,1'-biphenyl-4-yl]ethyl}pyridine-2,3-diamine

There total 6 articles about 4-chloro-N~2~-{(1R)-1-[3'-fluoro-2'-(3-methyl-1,2,4-oxadiazol-5-yl)-1-1,1'-biphenyl-4-yl]ethyl}pyridine-2,3-diamine 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:

: 5-(2-bromo-6-fluoro-phenyl)-3-methyl-[1,2,4]oxadiazole

: 656237-79-5
4-chloro-N-2-{(1R)-1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethyl}pyridine-2,3-diamine

: 676445-28-6
4-chloro-N~2~-{(1R)-1-[3'-fluoro-2'-(3-methyl-1,2,4-oxadiazol-5-yl)-1-1,1'-biphenyl-4-yl]ethyl}pyridine-2,3-diamine

Guidance literature:: With palladium diacetate; potassium carbonate; tris-(o-tolyl)phosphine; In tetrahydrofuran; at 80 ℃;
DOI:10.1021/jm049394l

Reference yield:

: 24358-62-1,27298-97-1,45791-36-4,64313-06-0
(R)-1-(4-bromophenyl)ethylamine

: 676445-28-6
4-chloro-N~2~-{(1R)-1-[3'-fluoro-2'-(3-methyl-1,2,4-oxadiazol-5-yl)-1-1,1'-biphenyl-4-yl]ethyl}pyridine-2,3-diamine

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / butan-1-ol / 48 h / 110 °C

2: POCl₃ / acetonitrile / 3 h / 80 °C

3: SnCl₂*2H₂O / methanol / 4 h / 55 °C

4: Pd(dppf)Cl₂; KOAc / dimethylsulfoxide / 1 h / 90 °C

5: aq. K₂CO₃; Pd(OAc)2; tri-ortho-tolylphosphine / tetrahydrofuran / 80 °C

With palladium diacetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; potassium carbonate; triethylamine; tris-(o-tolyl)phosphine; tin(ll) chloride; trichlorophosphate; In tetrahydrofuran; methanol; dimethyl sulfoxide; acetonitrile; butan-1-ol; 5: Suzuki coupling;
DOI:10.1021/jm049394l

Reference yield:

: 629655-23-8
2-chloro-3-nitro-4-hydroxypyridine

: 676445-28-6
4-chloro-N~2~-{(1R)-1-[3'-fluoro-2'-(3-methyl-1,2,4-oxadiazol-5-yl)-1-1,1'-biphenyl-4-yl]ethyl}pyridine-2,3-diamine

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / butan-1-ol / 48 h / 110 °C

2: POCl₃ / acetonitrile / 3 h / 80 °C

3: SnCl₂*2H₂O / methanol / 4 h / 55 °C

4: Pd(dppf)Cl₂; KOAc / dimethylsulfoxide / 1 h / 90 °C

5: aq. K₂CO₃; Pd(OAc)2; tri-ortho-tolylphosphine / tetrahydrofuran / 80 °C

With palladium diacetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; potassium carbonate; triethylamine; tris-(o-tolyl)phosphine; tin(ll) chloride; trichlorophosphate; In tetrahydrofuran; methanol; dimethyl sulfoxide; acetonitrile; butan-1-ol; 5: Suzuki coupling;
DOI:10.1021/jm049394l