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

Base Information

• Chemical Name: [4-(1H-Pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl]methyl pivalate
• CAS No.: 1146629-77-7
• Molecular Formula: C15H17N5O2
• Molecular Weight: 299.332
• Mol file: 1146629-77-7.mol

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

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

Chemical Property:

• Boiling Point: 536.7±50.0 °C(Predicted)
• PKA: 10.76±0.50(Predicted)
• PSA: 85.69000
• Density: 1.33±0.1 g/cm3(Predicted)
• LogP: 2.36820
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

[4-(1H-Pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin070yl]methylPivalate ^*data from reagent suppliers

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

There total 7 articles about [4-(1H-Pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-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: 82.27%

pyrazole-4-boronic acid pinacol ester (269410-08-4) + (4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl 2,2-dimethylpropanoate (1146629-75-5) → [4-(1H-pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl]methyl 2,2-dimethylpropanoate (1146629-77-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; for 14h; Heating;

Reference yield:

4-chloro-7-azaindole (55052-28-3) → [4-(1H-pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl]methyl 2,2-dimethylpropanoate (1146629-77-7)

Guidance literature:

Multi-step reaction with 3 steps

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

2: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / 1,4-dioxane; water / 3 h / 72 °C / Inert atmosphere

3: acetyl chloride / methanol / 6 h / 5 - 20 °C

With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; acetyl chloride; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;

Reference yield:

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

Guidance literature:

With acetyl chloride; In methanol; at 5 - 20 ℃; for 6h;

upstream raw materials:

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

pyrazole-4-boronic acid pinacol ester

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

4-chloro-7-azaindole

Downstream raw materials:

(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

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