4-(2-ethoxy-5-(4-(ethoxycarbonylmethyl)piperazinylsulfonyl)benzamido)-1-methyl-3-n-propylpyrazole-5-carboxamide

Base Information

• Chemical Name: 4-(2-ethoxy-5-(4-(ethoxycarbonylmethyl)piperazinylsulfonyl)benzamido)-1-methyl-3-n-propylpyrazole-5-carboxamide
• CAS No.: 374776-43-9
• Molecular Formula: C₂₅H₃₆N₆O₇S
• Molecular Weight: 564.663

Synonyms:4-(2-ethoxy-5-(4-(ethoxycarbonylmethyl)piperazinylsulfonyl)benzamido)-1-methyl-3-n-propylpyrazole-5-carboxamide

Chemical Property of 4-(2-ethoxy-5-(4-(ethoxycarbonylmethyl)piperazinylsulfonyl)benzamido)-1-methyl-3-n-propylpyrazole-5-carboxamide

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Technology Process of 4-(2-ethoxy-5-(4-(ethoxycarbonylmethyl)piperazinylsulfonyl)benzamido)-1-methyl-3-n-propylpyrazole-5-carboxamide

There total 2 articles about 4-(2-ethoxy-5-(4-(ethoxycarbonylmethyl)piperazinylsulfonyl)benzamido)-1-methyl-3-n-propylpyrazole-5-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: 68.0%

1-(Ethoxycarbonylmethyl)piperazine (40004-08-8) + 4-(5-chlorosulfonyl-2-ethoxybenzamido)-1-methyl-3-n-propylpyrazole-5-carboxamide (226956-42-9) → 4-(2-ethoxy-5-(4-(ethoxycarbonylmethyl)piperazinylsulfonyl)benzamido)-1-methyl-3-n-propylpyrazole-5-carboxamide (374776-43-9)

Guidance literature:

With triethylamine; In ethanol; at 20 ℃; for 2h;

DOI:10.1016/S0968-0896(01)00200-0

Reference yield:

4-[(2-ethoxybenzoyl)amino]-1-methyl-3-propyl-1H-pyrazole-5-carboxamide (139756-03-9) → 4-(2-ethoxy-5-(4-(ethoxycarbonylmethyl)piperazinylsulfonyl)benzamido)-1-methyl-3-n-propylpyrazole-5-carboxamide (374776-43-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / ClSO₃H / 2 h / 0 - 2 °C

2: 68 percent / Et₃N / ethanol / 2 h / 20 °C

With chlorosulfonic acid; triethylamine; In ethanol;

DOI:10.1016/S0968-0896(01)00200-0

Reference yield: 83.0%

4-(2-ethoxy-5-(4-(ethoxycarbonylmethyl)piperazinylsulfonyl)benzamido)-1-methyl-3-n-propylpyrazole-5-carboxamide (374776-43-9) → 5-(2-ethoxy-5-(4-(hydroxycarbonylmethyl)piperazinylsulfonyl)phenyl)-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one (374776-08-6)

Guidance literature:

With sodium hydroxide; In methanol; at 90 ℃; for 17h;

DOI:10.1016/S0968-0896(01)00200-0

upstream raw materials:

1-(Ethoxycarbonylmethyl)piperazine

4-(5-chlorosulfonyl-2-ethoxybenzamido)-1-methyl-3-n-propylpyrazole-5-carboxamide

4-[(2-ethoxybenzoyl)amino]-1-methyl-3-propyl-1H-pyrazole-5-carboxamide

Downstream raw materials:

5-(2-ethoxy-5-(4-(hydroxycarbonylmethyl)piperazinylsulfonyl)phenyl)-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one

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