3-<1-methyl-4-<4-methyl-2-(1-methyl-4-(formylamino)-pyrrole-2-carboxamido)thiazole-5-carboxamido>pyrrole-2-carboxamido>propionamidine hydrochloride

Base Information

• Chemical Name: 3-<1-methyl-4-<4-methyl-2-(1-methyl-4-(formylamino)-pyrrole-2-carboxamido)thiazole-5-carboxamido>pyrrole-2-carboxamido>propionamidine hydrochloride
• CAS No.: 123724-79-8
• Molecular Formula: C₂₁H₂₅N₉O₄S*ClH
• Molecular Weight: 536.014

Synonyms:

Chemical Property of 3-<1-methyl-4-<4-methyl-2-(1-methyl-4-(formylamino)-pyrrole-2-carboxamido)thiazole-5-carboxamido>pyrrole-2-carboxamido>propionamidine hydrochloride

Chemical Property:

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Technology Process of 3-<1-methyl-4-<4-methyl-2-(1-methyl-4-(formylamino)-pyrrole-2-carboxamido)thiazole-5-carboxamido>pyrrole-2-carboxamido>propionamidine hydrochloride

There total 12 articles about 3-<1-methyl-4-<4-methyl-2-(1-methyl-4-(formylamino)-pyrrole-2-carboxamido)thiazole-5-carboxamido>pyrrole-2-carboxamido>propionamidine hydrochloride 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:

ethyl-2-amino-4-methylthiazole-5-carboxylate (7210-76-6) → 3-<1-methyl-4-<4-methyl-2-(1-methyl-4-(formylamino)-pyrrole-2-carboxamido)thiazole-5-carboxamido>pyrrole-2-carboxamido>propionamidine hydrochloride (123724-79-8)

Guidance literature:

Multi-step reaction with 8 steps

1: 79 percent / triethylamine / CH₂Cl₂ / 1) 1 h, 0 deg C, 2) 12 h, room temperature

2: 87 percent / 0.5 M ethanolic sodium hydroxide / 2 h / Heating

3: thionyl chloride / benzene / 4 h / Heating

4: 62 percent / triethylamine / CH₂Cl₂; tetrahydrofuran / 12 h / Ambient temperature

5: HCl gas / 1) 1 h, 0 deg C, 2) 1 h, room temperature

6: 86 percent / ammonia / ethanol / 8 h / 760 Torr / Ambient temperature

7: hydrogen / 10percent Pd on charcoal / methanol / Ambient temperature

8: acetic acid / 12 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; thionyl chloride; ammonia; hydrogen; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; benzene;

DOI:10.1021/jo00289a057

Reference yield:

1-methyl-4-nitro-pyrrol-2-carboxylic acid (13138-78-8) → 3-<1-methyl-4-<4-methyl-2-(1-methyl-4-(formylamino)-pyrrole-2-carboxamido)thiazole-5-carboxamido>pyrrole-2-carboxamido>propionamidine hydrochloride (123724-79-8)

Guidance literature:

Multi-step reaction with 9 steps

1: thionyl chloride / 1.5 h / Heating

2: 79 percent / triethylamine / CH₂Cl₂ / 1) 1 h, 0 deg C, 2) 12 h, room temperature

3: 87 percent / 0.5 M ethanolic sodium hydroxide / 2 h / Heating

4: thionyl chloride / benzene / 4 h / Heating

5: 62 percent / triethylamine / CH₂Cl₂; tetrahydrofuran / 12 h / Ambient temperature

6: HCl gas / 1) 1 h, 0 deg C, 2) 1 h, room temperature

7: 86 percent / ammonia / ethanol / 8 h / 760 Torr / Ambient temperature

8: hydrogen / 10percent Pd on charcoal / methanol / Ambient temperature

9: acetic acid / 12 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; thionyl chloride; ammonia; hydrogen; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; benzene;

DOI:10.1021/jo00289a057

Reference yield:

4-Methyl-2-[(1-methyl-4-nitro-1H-pyrrole-2-carbonyl)-amino]-thiazole-5-carbonyl chloride (123724-84-5) → 3-<1-methyl-4-<4-methyl-2-(1-methyl-4-(formylamino)-pyrrole-2-carboxamido)thiazole-5-carboxamido>pyrrole-2-carboxamido>propionamidine hydrochloride (123724-79-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 62 percent / triethylamine / CH₂Cl₂; tetrahydrofuran / 12 h / Ambient temperature

2: HCl gas / 1) 1 h, 0 deg C, 2) 1 h, room temperature

3: 86 percent / ammonia / ethanol / 8 h / 760 Torr / Ambient temperature

4: hydrogen / 10percent Pd on charcoal / methanol / Ambient temperature

5: acetic acid / 12 h / Ambient temperature

With hydrogenchloride; ammonia; hydrogen; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane;

DOI:10.1021/jo00289a057

upstream raw materials:

formic acid

2-[(4-Amino-1-methyl-1H-pyrrole-2-carbonyl)-amino]-4-methyl-thiazole-5-carboxylic acid [5-(2-carbamimidoyl-ethylcarbamoyl)-1-methyl-1H-pyrrol-3-yl]-amide; hydrochloride

ethyl-2-amino-4-methylthiazole-5-carboxylate

1-methyl-4-nitro-pyrrol-2-carboxylic acid

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