methyl 2-[6-chloro-1-(phenylsulfonyl)-1H-indazol-4-yl]-1,3-oxazole-5-carboxylate

Base Information

• Chemical Name: methyl 2-[6-chloro-1-(phenylsulfonyl)-1H-indazol-4-yl]-1,3-oxazole-5-carboxylate
• CAS No.: 1254036-82-2
• Molecular Formula: C₁₈H₁₂ClN₃O₅S
• Molecular Weight: 417.829
• Mol file: 1254036-82-2.mol

Synonyms:methyl 2-[6-chloro-1-(phenylsulfonyl)-1H-indazol-4-yl]-1,3-oxazole-5-carboxylate

Chemical Property of methyl 2-[6-chloro-1-(phenylsulfonyl)-1H-indazol-4-yl]-1,3-oxazole-5-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-[6-chloro-1-(phenylsulfonyl)-1H-indazol-4-yl]-1,3-oxazole-5-carboxylate

There total 14 articles about methyl 2-[6-chloro-1-(phenylsulfonyl)-1H-indazol-4-yl]-1,3-oxazole-5-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:

5-chloro-2-methyl-1,3-dinitro-benzene (35572-79-3) → methyl 2-[6-chloro-1-(phenylsulfonyl)-1H-indazol-4-yl]-1,3-oxazole-5-carboxylate (1254036-82-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: diammonium sulfide / water; ethanol

2.1: sodium nitrite

3.1: nickel; hydrazine hydrate

4.1: acetic acid; acetic anhydride

5.1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / tetrahydrofuran

6.1: lithium hexamethyldisilazane; zinc(II) chloride / tetrahydrofuran / -10 °C

6.2: 60 °C

With diammonium sulfide; tetra(n-butyl)ammonium hydrogensulfate; acetic anhydride; nickel; hydrazine hydrate; acetic acid; sodium hydroxide; zinc(II) chloride; lithium hexamethyldisilazane; sodium nitrite; In tetrahydrofuran; ethanol; water;

DOI:10.1021/acs.oprd.0c00486

Reference yield:

methyl 2-chloro-1,3-oxazole-5-carboxylate (934236-41-6) + 6-chloro-1-(phenylsulfonyl)-4-(trimethylstannanyl)-1H-indazole (1254036-80-0) → methyl 2-[6-chloro-1-(phenylsulfonyl)-1H-indazol-4-yl]-1,3-oxazole-5-carboxylate (1254036-82-2)

Guidance literature:

copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; at 85 - 90 ℃; for 10h; Inert atmosphere;

Reference yield:

methyl 2-chloro-1,3-oxazole-5-carboxylate (934236-41-6) + 6-chloro-4-iodo-1-(phenylsulfonyl)-1H-indazole (1254036-94-6) + hexamethyldistannane (661-69-8) → methyl 2-[6-chloro-1-(phenylsulfonyl)-1H-indazol-4-yl]-1,3-oxazole-5-carboxylate (1254036-82-2)

Guidance literature:

6-chloro-4-iodo-1-(phenylsulfonyl)-1H-indazole; With triethylamine; In toluene; at 20 ℃; Inert atmosphere;

hexamethyldistannane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 120 ℃; for 3h;

methyl 2-chloro-1,3-oxazole-5-carboxylate; copper(l) iodide; In DMPU (1,3-dimethyl-3,4,5,6-tetrahydo-2-(1H)-pyrimidinone); at 85 - 90 ℃; for 10h;

upstream raw materials:

methyl 2-chloro-1,3-oxazole-5-carboxylate

6-chloro-1-(phenylsulfonyl)-4-(trimethylstannanyl)-1H-indazole

benzenesulfonyl chloride

6-chloro-4-iodo-1H-indazole

Downstream raw materials:

{2-[6-chloro-1-(phenylsulfonyl)-1H-indazol-4-yl]-1,3-oxazol-5-yl}methanol