4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE

Base Information

• Chemical Name: 4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE
• CAS No.: 941685-26-3
• Molecular Formula: C12H18ClN3OSi
• Molecular Weight: 283.833
• Mol file: 941685-26-3.mol

Synonyms:4-Chloro-7-((2-(Trimethylsilyl)Ethoxy)Methyl)-7H-Pyrrolo[2,3-D]Pyrimidine

Chemical Property of 4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE

Chemical Property:

• Boiling Point: 368.3±37.0 °C(Predicted)
• PKA: 3.00±0.30(Predicted)
• PSA: 39.94000
• Density: 1.17±0.1 g/cm3(Predicted)
• LogP: 3.39700
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine is used in the design and preparation of ruxolitinib-vorinostat conjugate derivatives which have dual inhibitory activity against Janus kinase (JAK) and histone deacetylase (HDAC).

Technology Process of 4-CHLORO-7-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-7H-PYRROLO[2,3-D]PYRIMIDINE

There total 5 articles about 4-CHLORO-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: 100.0%

(2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) + 4-chloro-1H-pyrrolo[2,3-d]pyrimidine (3680-69-1) → 4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (941685-26-3)

Guidance literature:

4-chloro-1H-pyrrolo[2,3-d]pyrimidine; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Cooling with ice;

(2-trimethylethylsilylethoxy)methyl chloride; In N,N-dimethyl-formamide; Cooling with ice;

Reference yield: 87.0%

→ 4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (941685-26-3)

Guidance literature:

Reference yield:

Allopurinol (3680-71-5) → 4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (941685-26-3)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / 2.5 h / 100 °C / Inert atmosphere

2: sodium hydride / mineral oil; N,N-dimethyl-formamide / 1.5 h / 0 - 20 °C

With sodium hydride; trichlorophosphate; In N,N-dimethyl-formamide; mineral oil;

DOI:10.1016/j.bmc.2012.08.050

upstream raw materials:

(2-trimethylethylsilylethoxy)methyl chloride

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

6-amino-5-(2,2-diethoxyethyl)pyrimidin-4-ol

Allopurinol

Downstream raw materials:

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

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

3-cyclopentyl-3-[4-(7-[2-(trimethylsilyl)ethoxymethyl]-7H-pyrrolo[2,3-d]-pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile

(S)-1-(3-(7H-pyrrolo[2,3-d]pyrimidin-4-yloxy)piperidin-1-yl)-2-(3-chloro-5-fluorophenylamino)ethanone