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

Base Information

• Chemical Name: {2-[6-chloro-1-(phenylsulfonyl)-1H-indazol-4-yl]-1,3-oxazol-5-yl}methanol
• CAS No.: 1254036-83-3
• Molecular Formula: C₁₇H₁₂ClN₃O₄S
• Molecular Weight: 389.819
• Mol file: 1254036-83-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 14 articles about {2-[6-chloro-1-(phenylsulfonyl)-1H-indazol-4-yl]-1,3-oxazol-5-yl}methanol 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: 66.0%

ethyl 2-[6-chloro-1-(phenylsulfonyl)-1H-indazol-4-yl]-1,3-oxazole-5-carboxylate (1254036-81-1) → {2-[6-chloro-1-(phenylsulfonyl)-1H-indazol-4-yl]-1,3-oxazol-5-yl}methanol (1254036-83-3)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; toluene; at -30 ℃; for 3h;

DOI:10.1021/acs.jmedchem.5b00767

Reference yield:

5-chloro-2-methyl-1,3-dinitro-benzene (35572-79-3) → {2-[6-chloro-1-(phenylsulfonyl)-1H-indazol-4-yl]-1,3-oxazol-5-yl}methanol (1254036-83-3)

Guidance literature:

Multi-step reaction with 7 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

7.1: diisobutylaluminium hydride / toluene; tetrahydrofuran / 0 °C

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

DOI:10.1021/acs.oprd.0c00486

Reference yield:

6-chloro-4-iodo-1-(phenylsulfonyl)-1H-indazole (1254036-94-6) + oxazol-5-yl-carboxylic acid ethyl ester (118994-89-1) → {2-[6-chloro-1-(phenylsulfonyl)-1H-indazol-4-yl]-1,3-oxazol-5-yl}methanol (1254036-83-3)

Guidance literature:

oxazol-5-yl-carboxylic acid ethyl ester; With zinc(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; at -10 ℃; for 1.25h; Inert atmosphere;

6-chloro-4-iodo-1-(phenylsulfonyl)-1H-indazole; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 60 ℃; for 6h; Inert atmosphere;

With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at 0 ℃; for 1h;

upstream raw materials:

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

ethyl 2-[6-{1-[(1,1-dimethylethyl)(dimethyl)silyl]-1H-indol-4-yl}-1-(phenylsulfonyl)-1H-indazol-4-yl]-1,3-oxazole-5-carboxylate

benzenesulfonyl chloride

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

Downstream raw materials:

4-[5-(bromomethyl)-1,3-oxazol-2-yl]-6-chloro-1-(phenylsulfonyl)-1H-indazole

6-chloro-4-(5-{[(2R,6S)-2,6-dimethyl-4-morpholinyl]methyl}-1,3-oxazol-2-yl)-1-(phenylsulfonyl)-1H-indazole

N-[5-[4-(5-{[(2R,6S)-2,6-dimethyl-4-morpholinyl]methyl}-1,3-oxazol-2-yl)-1-(phenylsulfonyl)-1H-indazol-6-yl]-2-(methyloxy)-3-pyridinyl]methanesulfonamide

N-[5-[4-(5-{[(2R,6S)-2,6-dimethyl-4-morpholinyl]methyl}-1,3-oxazol-2-yl)-1H-indazol-6-yl]-2-(methyloxy)-3-pyridinyl]methanesulfonamide tosylate salt