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

Base Information

• Chemical Name: 4-(1-(1-ethoxyethyl)-1H-pyrazol-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine
• CAS No.: 1187595-88-5
• Molecular Formula: C19H29N5O2Si
• Molecular Weight: 387.55
• Mol file: 1187595-88-5.mol

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

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

Chemical Property:

• Boiling Point: 509.5±50.0 °C(Predicted)
• PKA: 3.75±0.30(Predicted)
• PSA: 66.99000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 4.16210

Purity/Quality:

99.0% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about 4-(1-(1-ethoxyethyl)-1H-pyrazol-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine 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: 78.0%

4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (941685-26-3) + 1-(1-ethoxyethyl)-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (1029716-44-6) → 4-(1-(1-ethoxyethyl)-1H-pyrazol-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (1187595-88-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In water; butan-1-ol; at 100 ℃;

Reference yield:

4-chloro-1H-pyrrolo[2,3-d]pyrimidine (3680-69-1) → 4-(1-(1-ethoxyethyl)-1H-pyrazol-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (1187595-88-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl acetamide; mineral oil / 0.25 h / 0 - 5 °C

1.2: 0.5 h / 0 - 5 °C

2.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; butan-1-ol / 90 °C / Inert atmosphere; Large scale

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; potassium carbonate; In N,N-dimethyl acetamide; water; mineral oil; butan-1-ol; 2.1: |Suzuki Coupling;

Reference yield:

(2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) → 4-(1-(1-ethoxyethyl)-1H-pyrazol-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (1187595-88-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl acetamide; mineral oil / 0.25 h / 0 - 5 °C

1.2: 0.5 h / 0 - 5 °C

2.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; butan-1-ol / 90 °C / Inert atmosphere; Large scale

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; potassium carbonate; In N,N-dimethyl acetamide; water; mineral oil; butan-1-ol; 2.1: |Suzuki Coupling;

upstream raw materials:

4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine

1-(1-ethoxyethyl)-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-1H-pyrazole

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

(2-trimethylethylsilylethoxy)methyl chloride

Downstream raw materials:

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

2-(1-{1-[3-fluoro-2-(trifluoromethyl)pyridine-4-carbonyl]piperidin-4-yl}-3-(4-{7H-pyrrolo[2,3-d]pyrimidin-4-yl}-1H-pyrazol-1-yl)azetidin-3-yl)acetonitrile

2-(3-(4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl)-1-(1-(3-fluoro-2-(trifluoromethyl)isonicotinoyl)piperidin-4-yl)azetidin-3-yl)acetonitrile adipate