[4-[1-(1-ethoxyethyl)-1H-pyrazol-4-yl]-7H-pyrrolo[2,3-d]pyrimidin-7-yl]methyl

Base Information

• Chemical Name: [4-[1-(1-ethoxyethyl)-1H-pyrazol-4-yl]-7H-pyrrolo[2,3-d]pyrimidin-7-yl]methyl
• CAS No.: 1146629-76-6
• Molecular Formula: C₁₉H₂₅N₅O₃
• Molecular Weight: 371.439
• Mol file: 1146629-76-6.mol

Synonyms:[4-[1-(1-ethoxyethyl)-1H-pyrazol-4-yl]-7H-pyrrolo[2,3-d]pyrimidin-7-yl]methyl pivalate

Chemical Property of [4-[1-(1-ethoxyethyl)-1H-pyrazol-4-yl]-7H-pyrrolo[2,3-d]pyrimidin-7-yl]methyl

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

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Technology Process of [4-[1-(1-ethoxyethyl)-1H-pyrazol-4-yl]-7H-pyrrolo[2,3-d]pyrimidin-7-yl]methyl

There total 1 articles about [4-[1-(1-ethoxyethyl)-1H-pyrazol-4-yl]-7H-pyrrolo[2,3-d]pyrimidin-7-yl]methyl 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-chloro-7-azaindole (55052-28-3) → [4-[1-(1-ethoxyethyl)-1H-pyrazol-4-yl]-7H-pyrrolo[2,3-d]pyrimidin-7-yl]methyl pivalate (1146629-76-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 20 °C

2: bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; tricyclohexylphosphine; potassium carbonate / water; tert-butyl alcohol / 3 h / 40 °C / Glovebox

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; potassium carbonate; tricyclohexylphosphine; In water; N,N-dimethyl-formamide; tert-butyl alcohol;

Reference yield:

[4-[1-(1-ethoxyethyl)-1H-pyrazol-4-yl]-7H-pyrrolo[2,3-d]pyrimidin-7-yl]methyl pivalate (1146629-76-6) → Baricitinib (1187594-09-7)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride; water / tetrahydrofuran / Inert atmosphere

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile; N,N-dimethyl-formamide / Inert atmosphere

3: lithium hydroxide; water / acetonitrile / Inert atmosphere

With hydrogenchloride; water; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1134/S1070428019100166

Reference yield:

[4-[1-(1-ethoxyethyl)-1H-pyrazol-4-yl]-7H-pyrrolo[2,3-d]pyrimidin-7-yl]methyl pivalate (1146629-76-6) → [4-(1H-pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl]methyl 2,2-dimethylpropanoate (1146629-77-7)

Guidance literature:

With hydrogenchloride; water; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol900350k

upstream raw materials:

4-chloro-7-azaindole

Downstream raw materials:

[4-(1H-pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl]methyl 2,2-dimethylpropanoate

(4-{1-[3-(cyanomethyl)-1-(ethylsulphonyl)azetidin-3-yl]-1H-pyrazol-4-yl}-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl 2,2-dimethylpropanoate

Baricitinib

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