(R)-(4-(1-(2-cyano-1-(3-hydroxyphenyl)ethyl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-c]pyridazin-7-yl)methyl pivalate

Base Information

• Chemical Name: (R)-(4-(1-(2-cyano-1-(3-hydroxyphenyl)ethyl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-c]pyridazin-7-yl)methyl pivalate
• CAS No.: 1269823-81-5
• Molecular Formula: C₂₄H₂₄N₆O₃
• Molecular Weight: 444.493
• Mol file: 1269823-81-5.mol

Synonyms:(R)-(4-(1-(2-cyano-1-(3-hydroxyphenyl)ethyl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-c]pyridazin-7-yl)methyl pivalate

Chemical Property of (R)-(4-(1-(2-cyano-1-(3-hydroxyphenyl)ethyl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-c]pyridazin-7-yl)methyl pivalate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(4-(1-(2-cyano-1-(3-hydroxyphenyl)ethyl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-c]pyridazin-7-yl)methyl pivalate

There total 14 articles about (R)-(4-(1-(2-cyano-1-(3-hydroxyphenyl)ethyl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-c]pyridazin-7-yl)methyl pivalate 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: 49.0%

(R)-(4-(1-(1-(3-hydroxyphenyl)-3-oxopropyl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-c]pyridazin-7-yl)methyl pivalate (1269823-82-6) → (R)-(4-(1-(2-cyano-1-(3-hydroxyphenyl)ethyl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-c]pyridazin-7-yl)methyl pivalate (1269823-81-5)

Guidance literature:

(R)-(4-(1-(1-(3-hydroxyphenyl)-3-oxopropyl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-c]pyridazin-7-yl)methyl pivalate; With ammonium hydroxide; iodine; In tetrahydrofuran; at 20 ℃; for 1h;

With sodium thiosulfate; In tetrahydrofuran; at 20 ℃;

Reference yield:

1-(4-acetyl-5-nitro-1H-pyrrol-2-yl)-2,2,2-trichloroethanone (1269822-93-6) → (R)-(4-(1-(2-cyano-1-(3-hydroxyphenyl)ethyl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-c]pyridazin-7-yl)methyl pivalate (1269823-81-5)

Guidance literature:

Multi-step reaction with 11 steps

1.1: methanol / 0.5 h / 20 °C

1.2: 20 °C

2.1: acetic acid; iron / 0.5 h / 45 - 100 °C

3.1: sodium nitrite / water; acetic acid / 48 h / 18 - 65 °C

4.1: potassium hydroxide / 0.5 h / 70 °C

4.2: 20 °C

5.1: trifluoroacetic acid / 48 h / 230 °C / Sealed ampoule

6.1: trichlorophosphate; N-benzyl-N,N,N-triethylammonium chloride; N,N-dimethyl-aniline / acetonitrile / 2 h / 80 °C

7.1: dmap; triethylamine / dichloromethane / -10 - 50 °C

8.1: potassium carbonate; water / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 2 h / 80 °C / Inert atmosphere

9.1: hydrogenchloride / water; tetrahydrofuran / 10 h / 20 °C

10.1: 4-nitro-benzoic acid; (R)-(-)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanoltrimethylsilyl ether / chloroform / 20 °C

11.1: ammonium hydroxide; iodine / tetrahydrofuran / 1 h / 20 °C

11.2: 20 °C

With hydrogenchloride; dmap; ammonium hydroxide; (R)-(-)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanoltrimethylsilyl ether; N-benzyl-N,N,N-triethylammonium chloride; water; iodine; iron; potassium carbonate; acetic acid; N,N-dimethyl-aniline; triethylamine; trifluoroacetic acid; potassium hydroxide; sodium nitrite; trichlorophosphate; 4-nitro-benzoic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; water; acetic acid; acetonitrile;

Reference yield:

methyl 4-acetyl-5-nitro-1H-pyrrole-2-carboxylate (1269822-94-7) → (R)-(4-(1-(2-cyano-1-(3-hydroxyphenyl)ethyl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-c]pyridazin-7-yl)methyl pivalate (1269823-81-5)

Guidance literature:

Multi-step reaction with 10 steps

1.1: acetic acid; iron / 0.5 h / 45 - 100 °C

2.1: sodium nitrite / water; acetic acid / 48 h / 18 - 65 °C

3.1: potassium hydroxide / 0.5 h / 70 °C

3.2: 20 °C

4.1: trifluoroacetic acid / 48 h / 230 °C / Sealed ampoule

5.1: trichlorophosphate; N-benzyl-N,N,N-triethylammonium chloride; N,N-dimethyl-aniline / acetonitrile / 2 h / 80 °C

6.1: dmap; triethylamine / dichloromethane / -10 - 50 °C

7.1: potassium carbonate; water / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 2 h / 80 °C / Inert atmosphere

8.1: hydrogenchloride / water; tetrahydrofuran / 10 h / 20 °C

9.1: 4-nitro-benzoic acid; (R)-(-)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanoltrimethylsilyl ether / chloroform / 20 °C

10.1: ammonium hydroxide; iodine / tetrahydrofuran / 1 h / 20 °C

10.2: 20 °C

With hydrogenchloride; dmap; ammonium hydroxide; (R)-(-)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanoltrimethylsilyl ether; N-benzyl-N,N,N-triethylammonium chloride; water; iodine; iron; potassium carbonate; acetic acid; N,N-dimethyl-aniline; triethylamine; trifluoroacetic acid; potassium hydroxide; sodium nitrite; trichlorophosphate; 4-nitro-benzoic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; chloroform; water; acetic acid; acetonitrile;

upstream raw materials:

meta-hydroxybenzaldehyde

(E)-3-(3-hydroxyphenyl)acrylaldehyde

1-(4-acetyl-5-nitro-1H-pyrrol-2-yl)-2,2,2-trichloroethanone

methyl 4-acetyl-5-nitro-1H-pyrrole-2-carboxylate

Downstream raw materials:

(R)-3-(4-(7H-pyrrolo[2,3-c]pyridazin-4-yl)-1H-pyrazol-1-yl)-3-(3-hydroxyphenyl)propanenitrile