1H-Pyrazole-4-carbonitrile, 3-nitro-1-(phenylmethyl)-

Base Information

• Chemical Name: 1H-Pyrazole-4-carbonitrile, 3-nitro-1-(phenylmethyl)-
• CAS No.: 66077-23-4
• Molecular Formula: C11H8N4O2
• Mol file: 66077-23-4.mol

Synonyms:

Chemical Property of 1H-Pyrazole-4-carbonitrile, 3-nitro-1-(phenylmethyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Pyrazole-4-carbonitrile, 3-nitro-1-(phenylmethyl)-

There total 1 articles about 1H-Pyrazole-4-carbonitrile, 3-nitro-1-(phenylmethyl)- 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:

3-amino-1-benzyl-1H-pyrazole-4-carbonitrile (122800-01-5) → C11H8N4O2 (66077-23-4)

Guidance literature:

With sodium peroxoborate tetrahydrate; In trifluoroacetic acid;

DOI:10.1016/j.bmcl.2013.02.039

Reference yield:

C11H8N4O2 (66077-23-4) → (5S)-5-amino-2-benzyl-7-hydroxy-2,4,5,7-tetrahydro-6H-pyrazolo[3,4-b]pyridin-6-one (1380349-00-7)

Guidance literature:

Multi-step reaction with 9 steps

1: water; lithium hydroxide / methanol

2: dimethylsulfide borane complex / tetrahydrofuran / -20 °C / Reflux

3: carbon tetrabromide; triphenylphosphine / dichloromethane

4: O-allyl-N-(9-anthracenylmethyl)cinchonidinium bromide; cesiumhydroxide monohydrate / dichloromethane / -30 °C

5: trifluoroacetic acid / dichloromethane

6: sodium hydroxide / tetrahydrofuran

7: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane

8: platinum on carbon; hydrogen / pyridine / 1551.49 Torr

9: hydrogenchloride / 1,4-dioxane

With hydrogenchloride; dmap; cesiumhydroxide monohydrate; carbon tetrabromide; dimethylsulfide borane complex; platinum on carbon; O-allyl-N-(9-anthracenylmethyl)cinchonidinium bromide; water; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; trifluoroacetic acid; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; dichloromethane;

DOI:10.1016/j.bmcl.2013.02.039

Reference yield:

C11H8N4O2 (66077-23-4) → 2,2,2-trifluoroethyl 3-(1-benzyl-3-nitro-1H-pyrazol-4-yl)-N-(tert-butoxycarbonyl)-L-alaninate (1380347-90-9)

Guidance literature:

Multi-step reaction with 7 steps

1: water; lithium hydroxide / methanol

2: dimethylsulfide borane complex / tetrahydrofuran / -20 °C / Reflux

3: carbon tetrabromide; triphenylphosphine / dichloromethane

4: O-allyl-N-(9-anthracenylmethyl)cinchonidinium bromide; cesiumhydroxide monohydrate / dichloromethane / -30 °C

5: trifluoroacetic acid / dichloromethane

6: sodium hydroxide / tetrahydrofuran

7: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane

With dmap; cesiumhydroxide monohydrate; carbon tetrabromide; dimethylsulfide borane complex; O-allyl-N-(9-anthracenylmethyl)cinchonidinium bromide; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; trifluoroacetic acid; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/j.bmcl.2013.02.039

upstream raw materials:

3-amino-1-benzyl-1H-pyrazole-4-carbonitrile

Downstream raw materials:

C₁₁H₉N₃O₄

(1-benzyl-3-nitro-1H-pyrazol-4-yl)methanol

1-benzyl-4-(bromomethyl)-3-nitro-1H-pyrazole

tert-butyl 3-(1-benzyl-3-nitro-1H-pyrazol-4-yl)-N-(diphenylmethylene)-L-alaninate