3-(4-(Aminomethyl)-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido)phenyl dimethylcarbamate

Base Information

• Chemical Name: 3-(4-(Aminomethyl)-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido)phenyl dimethylcarbamate
• CAS No.: 1192189-69-7
• Molecular Formula: C23H29N7O3
• Molecular Weight: 451.528
• Mol file: 1192189-69-7.mol

Synonyms:3-(4-(aminomethyl)-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido)phenyl dimethylcarbamate;LX7101;3-(4-(aminomethyl)-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido)phenyldimethylcarbamate;

Chemical Property of 3-(4-(Aminomethyl)-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido)phenyl dimethylcarbamate

Chemical Property:

• PKA: 13.96±0.70(Predicted)
• PSA: 129.47000
• Density: 1.327±0.06 g/cm3(Predicted)
• LogP: 3.34900
• Solubility.: insoluble in H2O; insoluble in EtOH; insoluble in DMSO

Purity/Quality:

97% ^*data from raw suppliers

LX7101 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(4-(Aminomethyl)-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido)phenyl dimethylcarbamate

There total 6 articles about 3-(4-(Aminomethyl)-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido)phenyl dimethylcarbamate 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:

3-{4-[(benzyloxycarbonylamino)methyl]piperidine-4-carboxamido}phenyl N,N-dimethylcarbamate (1192189-64-2) → 3-(4-(aminomethyl)-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido)phenyl N.N-dimethylcarbamate (1192189-69-7)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; under 760.051 Torr;

Reference yield:

C28H37N7O5 → 3-(4-(aminomethyl)-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido)phenyl N.N-dimethylcarbamate (1192189-69-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 48h;

DOI:10.1016/j.bmcl.2015.07.009

Reference yield:

C14H19N5O2 → 3-(4-(aminomethyl)-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido)phenyl N.N-dimethylcarbamate (1192189-69-7)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / 1,4-dioxane; water / 16 h / 0 - 20 °C

2: dmap; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / dichloromethane / -15 - 20 °C / Inert atmosphere

3: trifluoroacetic acid / dichloromethane / 48 h / 0 - 20 °C

With dmap; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; trifluoroacetic acid; sodium hydroxide; In 1,4-dioxane; dichloromethane; water;

DOI:10.1016/j.bmcl.2015.07.009

upstream raw materials:

3-{4-[(benzyloxycarbonylamino)methyl]piperidine-4-carboxamido}phenyl N,N-dimethylcarbamate

4-chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine