3-(3-methyl-6-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,6-diazaspiro[3.4]octan-1-yl)-3-oxopropanenitrile

Base Information

• Chemical Name: 3-(3-methyl-6-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,6-diazaspiro[3.4]octan-1-yl)-3-oxopropanenitrile
• CAS No.: 1263772-79-7
• Molecular Formula: C₁₆H₁₈N₆O
• Molecular Weight: 310.359
• Mol file: 1263772-79-7.mol

Synonyms:

Chemical Property of 3-(3-methyl-6-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,6-diazaspiro[3.4]octan-1-yl)-3-oxopropanenitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3-methyl-6-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,6-diazaspiro[3.4]octan-1-yl)-3-oxopropanenitrile

There total 24 articles about 3-(3-methyl-6-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,6-diazaspiro[3.4]octan-1-yl)-3-oxopropanenitrile 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:

4-(3-methyl-1,6-diazaspiro[3.4]oct-6-yl)-7H-pyrrolo[2,3-d]pyrimidine dihydrochloride + 1-cyanoacetyl-3,5-dimethylpyrazole (36140-83-7) → 3-(3-methyl-6-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,6-diazaspiro[3.4]octan-1-yl)-3-oxopropanenitrile (1263772-79-7,1263774-59-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; at 100 ℃; for 1h;

Reference yield:

[benzyl-(2-chloropropyl)-amino]acetic acid tert-butyl ester (1263774-30-6) → 3-(3-methyl-6-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,6-diazaspiro[3.4]octan-1-yl)-3-oxopropanenitrile (1263772-79-7,1263774-59-9)

Guidance literature:

Multi-step reaction with 13 steps

1.1: lithium hexamethyldisilazane / N,N,N,N,N,N-hexamethylphosphoric triamide; tetrahydrofuran / 1.63 h / -72 - 0 °C

2.1: hydrogen / 20 % Pd(OH)2/C / tetrahydrofuran; methanol / 2 h / 3040.2 Torr

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -69 - -20 °C

4.1: ozone / chloroform; methanol / 1 h / -70 °C

5.1: tetrahydrofuran / 2 h / 20 °C

5.2: 1.5 h / 0 - 20 °C

6.1: hydrogenchloride / 1,4-dioxane; water / 2 h / 80 °C

7.1: N-ethyl-N,N-diisopropylamine; HATU / chloroform / 4 h / 20 °C

8.1: lithium aluminium tetrahydride; sulfuric acid / tetrahydrofuran / 0.75 h / Cooling with ice

8.2: 0.5 h

9.1: 3 h / 20 °C

10.1: hydrogen / 20 % Pd(OH)2/C / tetrahydrofuran; methanol / 24 h / 3040.2 Torr

11.1: potassium carbonate / water / 4 h / Reflux

12.1: hydrogenchloride / 1,4-dioxane; chloroform; methanol / 0.5 h / 60 °C

13.1: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 1 h / 100 °C

With hydrogenchloride; lithium aluminium tetrahydride; sulfuric acid; hydrogen; potassium carbonate; ozone; N-ethyl-N,N-diisopropylamine; HATU; lithium hexamethyldisilazane; 20 % Pd(OH)2/C; In tetrahydrofuran; 1,4-dioxane; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; chloroform; water;

Reference yield:

1-benzyl-3-methylazetidine-2-carboxylic acid tert-butyl ester (1263774-31-7) → 3-(3-methyl-6-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,6-diazaspiro[3.4]octan-1-yl)-3-oxopropanenitrile (1263772-79-7,1263774-59-9)

Guidance literature:

Multi-step reaction with 12 steps

1.1: hydrogen / 20 % Pd(OH)2/C / tetrahydrofuran; methanol / 2 h / 3040.2 Torr

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -69 - -20 °C

3.1: ozone / chloroform; methanol / 1 h / -70 °C

4.1: tetrahydrofuran / 2 h / 20 °C

4.2: 1.5 h / 0 - 20 °C

5.1: hydrogenchloride / 1,4-dioxane; water / 2 h / 80 °C

6.1: N-ethyl-N,N-diisopropylamine; HATU / chloroform / 4 h / 20 °C

7.1: lithium aluminium tetrahydride; sulfuric acid / tetrahydrofuran / 0.75 h / Cooling with ice

7.2: 0.5 h

8.1: 3 h / 20 °C

9.1: hydrogen / 20 % Pd(OH)2/C / tetrahydrofuran; methanol / 24 h / 3040.2 Torr

10.1: potassium carbonate / water / 4 h / Reflux

11.1: hydrogenchloride / 1,4-dioxane; chloroform; methanol / 0.5 h / 60 °C

12.1: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 1 h / 100 °C

With hydrogenchloride; lithium aluminium tetrahydride; sulfuric acid; hydrogen; potassium carbonate; ozone; N-ethyl-N,N-diisopropylamine; HATU; lithium hexamethyldisilazane; 20 % Pd(OH)2/C; In tetrahydrofuran; 1,4-dioxane; methanol; chloroform; water;

upstream raw materials:

1-cyanoacetyl-3,5-dimethylpyrazole

[benzyl-(2-chloropropyl)-amino]acetic acid tert-butyl ester

1-benzyl-3-methylazetidine-2-carboxylic acid tert-butyl ester

3-methylazetidine-1,2-dicarboxylic acid di-tert-butyl ester

Downstream raw materials:

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