N-(Benzyloxycarbonyl)-1H-pyrazole-1-carboxamidine

Base Information

• Chemical Name: N-(Benzyloxycarbonyl)-1H-pyrazole-1-carboxamidine
• CAS No.: 152120-62-2
• Molecular Formula: C12H12 N4 O2
• Molecular Weight: 244.253
• Hs Code.: 2933199090
• European Community (EC) Number: 621-956-0
• Mol file: 152120-62-2.mol

Synonyms:N-(Benzyloxycarbonyl)-1H-pyrazole-1-carboxamidine;Benzyl (imino(1H-pyrazol-1-yl)methyl)carbamate;N-Cbz-pyrazole-1-carboxamidine;SCHEMBL1728937;N-Z-1H-Pyrazole-1-carboxamdne;SCHEMBL12287978;AS-11377;CS-0150031;A25398;J-008887;J-523778;N-(Benzyloxycarbonyl)-1H-pyrazole-1-carboxamidine, 97%;Benzyl N-[imino(1-pyrazolyl)methyl]carbamate, Z-1H-pyrazole-1-carboxamidine

Chemical Property of N-(Benzyloxycarbonyl)-1H-pyrazole-1-carboxamidine

Chemical Property:

• Vapor Pressure: 1.27E-07mmHg at 25°C
• Melting Point: 108-112 °C
• Refractive Index: 1.624
• Boiling Point: 430.7°C at 760 mmHg
• PKA: 8.94±0.46(Predicted)
• Flash Point: 214.3°C
• PSA: 80.00000
• Density: 1.28
• LogP: 2.08300
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 244.09602564
• Heavy Atom Count: 18
• Complexity: 313

Purity/Quality:

98%,99%, ^*data from raw suppliers

Benzyl(Imino(1H-pyrazol-1-yl)methyl)carbamate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)N=C(N)N2C=CC=N2
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)/N=C(\N)/N2C=CC=N2

Technology Process of N-(Benzyloxycarbonyl)-1H-pyrazole-1-carboxamidine

There total 3 articles about N-(Benzyloxycarbonyl)-1H-pyrazole-1-carboxamidine 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: 93.0%

1H-Pyrazole-1-carboxamidine (4023-00-1) + benzyl chloroformate (501-53-1,94274-21-2) → (N)-benzyloxycarbonyl-1H-pyrazole-1-carboxamidine (152120-62-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 ℃; for 0.666667h;

DOI:10.1080/00397919308011149

Reference yield: 87.0%

benzyl chloroformate (501-53-1,94274-21-2) + 1H-pyrazole-1-carboximidamide hydrochloride (4023-02-3) → N-benzyloxycarbonyl-1H-pyrrazole-1-carboxamidine (152120-62-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1002/cmdc.201100241

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) + 1H-pyrazole-1-carboximidamide hydrochloride (4023-02-3) → (N)-benzyloxycarbonyl-1H-pyrazole-1-carboxamidine (152120-62-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1016/S0040-4039(00)79163-5

upstream raw materials:

1H-Pyrazole-1-carboxamidine

benzyl chloroformate

1H-pyrazole-1-carboximidamide hydrochloride

Downstream raw materials:

N,N-bis(benzyloxycarbonyl)-1H-pyrazole-1-carboxamidine

C₁₉H₁₈F₃N₃O₄

N₁,N₂-bis(benzyloxycarbonyl)guanidine

C₂₂H₂₈N₄O₆

Refernces

• 1、 Keller, Max,Pop, Nathalie,Hutzler, Christoph,Beck-Sickinger, Annette G.,Bernhardt, Günther,Buschauer, Armin. "Guanidine-acylguanidine bioisosteric approach in the design of radioligands: Synthesis of a tritium-labeled NG-propionylargininamide ([3H]-UR-MK114) as a highly potent and selective neuropeptide Y Y1 receptor antagonist". supporting information; experimental part. p. 8168 - 8172. Retrieved 2009/12/07.
• 2、 Wu,Matsueda,Bernatowicz. "An efficient method for the preparation of ω,ω'-bis-urethane protected arginine derivatives". . p. 3055 - 3060. Retrieved 2007/10/02.