3-[2-Methoxy-4-(toluene-2-sulfonylaminocarbonyl)-benzyl]-1-methyl-1H-indazole-5-carboxylic acid cyclopentylmethyl-amide

Base Information

Chemical Name:3-[2-Methoxy-4-(toluene-2-sulfonylaminocarbonyl)-benzyl]-1-methyl-1H-indazole-5-carboxylic acid cyclopentylmethyl-amide
CAS No.:142535-26-0
Molecular Formula:C₃₁H₃₄N₄O₅S
Molecular Weight:574.701
Hs Code.:

Synonyms:3-[2-Methoxy-4-(toluene-2-sulfonylaminocarbonyl)-benzyl]-1-methyl-1H-indazole-5-carboxylic acid cyclopentylmethyl-amide

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Chemical Property of 3-[2-Methoxy-4-(toluene-2-sulfonylaminocarbonyl)-benzyl]-1-methyl-1H-indazole-5-carboxylic acid cyclopentylmethyl-amide

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Technology Process of 3-[2-Methoxy-4-(toluene-2-sulfonylaminocarbonyl)-benzyl]-1-methyl-1H-indazole-5-carboxylic acid cyclopentylmethyl-amide

There total 9 articles about 3-[2-Methoxy-4-(toluene-2-sulfonylaminocarbonyl)-benzyl]-1-methyl-1H-indazole-5-carboxylic acid cyclopentylmethyl-amide 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: 64.0%

: 88-19-7
methyl 2-(aminosulfonyl)benzoate

: 110707-82-9
4-[5-(Cyclopentylmethyl-carbamoyl)-1-methyl-1H-indazol-3-ylmethyl]-3-methoxy-benzoic acid

: 142535-26-0
3-[2-Methoxy-4-(toluene-2-sulfonylaminocarbonyl)-benzyl]-1-methyl-1H-indazole-5-carboxylic acid cyclopentylmethyl-amide

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;
DOI:10.1021/jm00091a010

Reference yield:

: 1670-81-1,142396-03-0
1H-Indole-5-carboxylic acid

: 142535-26-0
3-[2-Methoxy-4-(toluene-2-sulfonylaminocarbonyl)-benzyl]-1-methyl-1H-indazole-5-carboxylic acid cyclopentylmethyl-amide

Guidance literature:: Multi-step reaction with 9 steps

1: 80 percent / 4-(dimethylamino)pyridine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 12 h

2: 1.) Ag₂O / 1.) dioxane, reflux, 1 h, 2.) dioxane, reflux, 3.5 h

3: 1.) NaH / 1.) DMF, from 0 deg C to 25 deg C, 35 min, 2.) DMF, 25 deg C, 1 h

4: 1.) ozone, 2.) Me₂S / 1.) CH₂Cl₂, MeOH, -78 deg C, 15 min, 2.) CH₂Cl₂, MeOH, from -78 deg C to RT

5: 66 percent / hydroxylamine hydrochloride, pyridine / 1.5 h / 120 °C

6: 79 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 8 h

7: 93 percent / 0.08 h / 200 °C / 0.1 Torr

8: 87 percent / aq. LiOH / methanol; tetrahydrofuran

9: 64 percent / Me₂N(CH₂)3N=C=NEt*HCl, DMAP / CH₂Cl₂

With pyridine; dmap; lithium hydroxide; dimethylsulfide; hydroxylamine hydrochloride; sodium hydride; ozone; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; silver(l) oxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm00091a010

Reference yield:

: 6053-81-2
cyclopentylmethylamine

: 142535-26-0
3-[2-Methoxy-4-(toluene-2-sulfonylaminocarbonyl)-benzyl]-1-methyl-1H-indazole-5-carboxylic acid cyclopentylmethyl-amide

Guidance literature:: Multi-step reaction with 9 steps

1: 80 percent / 4-(dimethylamino)pyridine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 12 h

2: 1.) Ag₂O / 1.) dioxane, reflux, 1 h, 2.) dioxane, reflux, 3.5 h

3: 1.) NaH / 1.) DMF, from 0 deg C to 25 deg C, 35 min, 2.) DMF, 25 deg C, 1 h

4: 1.) ozone, 2.) Me₂S / 1.) CH₂Cl₂, MeOH, -78 deg C, 15 min, 2.) CH₂Cl₂, MeOH, from -78 deg C to RT

5: 66 percent / hydroxylamine hydrochloride, pyridine / 1.5 h / 120 °C

6: 79 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 8 h

7: 93 percent / 0.08 h / 200 °C / 0.1 Torr

8: 87 percent / aq. LiOH / methanol; tetrahydrofuran

9: 64 percent / Me₂N(CH₂)3N=C=NEt*HCl, DMAP / CH₂Cl₂

With pyridine; dmap; lithium hydroxide; dimethylsulfide; hydroxylamine hydrochloride; sodium hydride; ozone; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; silver(l) oxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm00091a010