methyl 4-oxo-5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a][1,4]diazepine-2-carboxylate

Base Information

• Chemical Name: methyl 4-oxo-5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a][1,4]diazepine-2-carboxylate
• CAS No.: 163213-38-5
• Molecular Formula: C9H11N3O3
• Molecular Weight: 209.205
• Hs Code.: 2933199090
• European Community (EC) Number: 692-856-2
• DSSTox Substance ID: DTXSID60377629
• Nikkaji Number: J1.921.136C
• Wikidata: Q82166913
• ChEMBL ID: CHEMBL2134607
• Mol file: 163213-38-5.mol

Synonyms:163213-38-5;methyl 4-oxo-5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a][1,4]diazepine-2-carboxylate;methyl 4-oxo-4H,5H,6H,7H,8H-pyrazolo[1,5-a][1,4]diazepine-2-carboxylate;methyl 4-oxo-5,6,7,8-tetrahydropyrazolo[1,5-a][1,4]diazepine-2-carboxylate;Bionet2_000392;Oprea1_362601;MLS000721518;SCHEMBL3127245;CHEMBL2134607;DTXSID60377629;VWXQPZYUOQXYLQ-UHFFFAOYSA-N;HMS1365B18;HMS2679P10;AMY35347;MFCD02570753;AKOS005078913;SB40735;Methyl4-oxo-5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a][1,4]diazepine-2-carboxylate;SMR000335833;CS-0049024;F11976;11P-243;J-522386;4-Oxo-5,6,7,8-tetrahydro-4H-1,5,8a-triazaazulene-2-carboxylic acid methyl ester;Methyl 4-oxo-4H,5H,6H,7H,8H-pyrazolo-[1,5-a][1,4]diazepine-2-carboxylate;4H-Pyrazolo[1,5-a][1,4]diazepine-2-carboxylic acid, 5,6,7,8-tetrahydro-4-oxo-, methyl ester

Chemical Property of methyl 4-oxo-5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a][1,4]diazepine-2-carboxylate

Chemical Property:

• Storage Temp.: 2-8°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 209.08004122
• Heavy Atom Count: 15
• Complexity: 282

Purity/Quality:

97% ^*data from raw suppliers

Methyl4-oxo-5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a][1,4]diazepine-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=NN2CCCNC(=O)C2=C1
• Uses: Methyl 4-oxo-5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a][1,4]diazepine-2-carboxylate is a reagent in the preparation of pyrazolodiazepine fibrinogen receptor antagonist

Technology Process of methyl 4-oxo-5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a][1,4]diazepine-2-carboxylate

There total 8 articles about methyl 4-oxo-5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a][1,4]diazepine-2-carboxylate 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: 81.0%

3,5-dicarbomethoxypyrazole (4077-76-3) + 3-bromopropylamine hydrochloride (5003-71-4) → methyl [5,6,7,8-tetrahydro-4-oxo-4H-pyrazolo[1,5-a][1,4]diazepin-2-yl]carboxylate (163213-38-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; acetonitrile; for 18h;

DOI:10.1021/jo990644t

Reference yield:

3,5-pyrazoledicarboxylic acid (3112-31-0) → methyl [5,6,7,8-tetrahydro-4-oxo-4H-pyrazolo[1,5-a][1,4]diazepin-2-yl]carboxylate (163213-38-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / HCl(g) / 2 h / Heating

2: 78 percent / K₂CO₃ / acetonitrile / 0.42 h / Heating

3: 95 percent / NaN₃ / dimethylsulfoxide / 16 h / 25 °C

4: H₂, HCl(g) / 10percent Pd/C / methanol / 5 h / 2327.2 Torr

5: Et₃N / methanol / 1.5 h / Heating

With hydrogenchloride; sodium azide; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In methanol; dimethyl sulfoxide; acetonitrile;

DOI:10.1021/jm9608117

Reference yield:

3,5-dicarbomethoxypyrazole (4077-76-3) → methyl [5,6,7,8-tetrahydro-4-oxo-4H-pyrazolo[1,5-a][1,4]diazepin-2-yl]carboxylate (163213-38-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 78 percent / K₂CO₃ / acetonitrile / 0.42 h / Heating

2: 95 percent / NaN₃ / dimethylsulfoxide / 16 h / 25 °C

3: H₂, HCl(g) / 10percent Pd/C / methanol / 5 h / 2327.2 Torr

4: Et₃N / methanol / 1.5 h / Heating

With hydrogenchloride; sodium azide; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In methanol; dimethyl sulfoxide; acetonitrile;

DOI:10.1021/jm9608117

upstream raw materials:

3,5-dicarbomethoxypyrazole

3-bromopropylamine hydrochloride

3,5-pyrazoledicarboxylic acid

1-(3-Chloro-propyl)-1H-pyrazole-3,5-dicarboxylic acid dimethyl ester

Downstream raw materials:

4-(2-{2-[(S)-2-Carboxy-2-(toluene-4-sulfonylamino)-ethylcarbamoyl]-4-oxo-7,8-dihydro-4H,6H-1,5,8a-triaza-azulen-5-yl}-ethyl)-piperidine-1-carboxylic acid tert-butyl ester

L 738167

5-[2-(1-tert-Butoxycarbonyl-piperidin-4-yl)-ethyl]-4-oxo-5,6,7,8-tetrahydro-4H-1,5,8a-triaza-azulene-2-carboxylic acid

2(S)-[(p-toluenesulfonyl)amino]-3-[[[5,6,7,8-tetrahydro-4-oxo-5-[2-(pyridin-4-yl)ethyl]-4H-pyrazolo[1,5-a][1,4]diazepin-2-yl]carbonyl]amino]propionic acid benzyl ester