4-((5-(cyclopropylcarbamoyl)-2-methylphenyl)amino)-5-methyl-N-propylpyrrolo[2,1-f][1,2,4]triazine-6-carboxamide

Base Information

• Chemical Name: 4-((5-(cyclopropylcarbamoyl)-2-methylphenyl)amino)-5-methyl-N-propylpyrrolo[2,1-f][1,2,4]triazine-6-carboxamide
• CAS No.: 623152-17-0
• Molecular Formula: C22H26N6O2
• Molecular Weight: 406.487
• Hs Code.: 2934999090
• European Community (EC) Number: 933-198-0,677-739-6
• UNII: CR743OME9E
• DSSTox Substance ID: DTXSID90211380
• Nikkaji Number: J3.469.842B
• Wikidata: Q27075355
• Pharos Ligand ID: 31MS4APSNY9J
• Metabolomics Workbench ID: 153639
• ChEMBL ID: CHEMBL1230065
• Mol file: 623152-17-0.mol

Synonyms:4-(5-(cyclopropylcarbamoyl)-2-methylphenylamino)-5-methyl-N-propylpyrrolo(1,2-f)(1,2,4)triazine-6-carboxamide;BMS 582949;BMS-582949;BMS582949;PS 540446;PS-540446;PS540446

Chemical Property of 4-((5-(cyclopropylcarbamoyl)-2-methylphenyl)amino)-5-methyl-N-propylpyrrolo[2,1-f][1,2,4]triazine-6-carboxamide

Chemical Property:

• PSA: 110.63000
• LogP: 3.69320
• Solubility.: Soluble in DMSO
• XLogP3: 3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 406.21172409
• Heavy Atom Count: 30
• Complexity: 627

Purity/Quality:

99% ^*data from raw suppliers

BMS-582949HCl >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCNC(=O)C1=CN2C(=C1C)C(=NC=N2)NC3=C(C=CC(=C3)C(=O)NC4CC4)C
• Recent ClinicalTrials: A Study of BMS-582949 in Patients With Moderate to Severe Plaque Psoriasis
• Recent EU Clinical Trials: A Randomized, Parallel Group, Double-Blind, Placebo Controlled Study to Evaluate the

Technology Process of 4-((5-(cyclopropylcarbamoyl)-2-methylphenyl)amino)-5-methyl-N-propylpyrrolo[2,1-f][1,2,4]triazine-6-carboxamide

There total 4 articles about 4-((5-(cyclopropylcarbamoyl)-2-methylphenyl)amino)-5-methyl-N-propylpyrrolo[2,1-f][1,2,4]triazine-6-carboxamide 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: 96.8%

propylamine (107-10-8,42939-71-9) + 4-(5-(cyclopropylcarbamoyl)-2-methylphenylamino)-5-methyl-pyrrolo[1,2-f][1,2,4]triazine-6-carboxylic acid (623152-12-5) → BMS-582949 (623152-17-0)

Guidance literature:

propylamine; With trimethylaluminum; In hexanes; dichloromethane; at 20 ℃; for 0.25h;

4-(5-(cyclopropylcarbamoyl)-2-methylphenylamino)-5-methyl-pyrrolo[1,2-f][1,2,4]triazine-6-carboxylic acid; In hexanes; dichloromethane; at 60 ℃; for 24h; Product distribution / selectivity;

Reference yield: 91.0%

propylamine (107-10-8,42939-71-9) + ethyl 4-(5-(cyclopropylcarbamoyl)-2-methylphenylamino)-5-methylpyrrolo[1,2-f][1,2,4]triazine-6-carboxylate (623152-11-4) → BMS-582949 (623152-17-0)

Guidance literature:

propylamine; With n-butyllithium; In tetrahydrofuran; hexane; at -10 - 0 ℃; for 0.333333h;

ethyl 4-(5-(cyclopropylcarbamoyl)-2-methylphenylamino)-5-methylpyrrolo[1,2-f][1,2,4]triazine-6-carboxylate; In tetrahydrofuran; hexane; at 0 ℃; for 22.6667h;

With acetic acid; In tetrahydrofuran; hexane; at -7 - 20 ℃; for 2.33333h; Product distribution / selectivity;

Reference yield:

((((4-((5-(cyclopropylcarbamoyl)-2-methylphenyl)amino)-5-methylpyrrolo[2,1-f][1,2,4]triazin-6-yl)carbonyl)(propyl)carbamoyl)oxy)methyl (4-(phosphonooxy)phenyl)acetate → BMS-582949 (623152-17-0)

Guidance literature:

at 40 ℃; for 2191.5h; Product distribution / selectivity; Relative humidity 75 %; Open sample;

upstream raw materials:

propylamine

4-(5-(cyclopropylcarbamoyl)-2-methylphenylamino)-5-methyl-pyrrolo[1,2-f][1,2,4]triazine-6-carboxylic acid

ethyl 4-(5-(cyclopropylcarbamoyl)-2-methylphenylamino)-5-methylpyrrolo[1,2-f][1,2,4]triazine-6-carboxylate

Downstream raw materials:

C₂₉H₃₅ClN₆O₆

C₂₇H₃₄N₆O₄

iodomethyl 4-(5-(cyclopropylcarbamoyl)-2-methylphenylamino)-5-methylpyrrolo[1,2-f][1,2,4]triazine-6-carbonyl(propyl)carbamate

(S)-((4-(5-(cyclopropylcarbamoyl)-2-methylphenylamino)-5-methylpyrrolo[1,2-f][1,2,4]triazine-6-carbonyl)(propyl)carbamoyloxy)methyl 2-(benzyloxycarbonyl)propanoate

Refernces

• 1、 -. "CRYSTALLINE FORMS OF ((((4-((5-(CYCLOPROPYLCARBAMOYL)-2-METHYLPHENYL)AMINO)-5-METHYLPYRROLO[2,1-F][1,2,4]TRIAZIN-6-YL)CARBONYL)(PROPYL)CARBAMOYL)OXY)METHYL (4-(PHOSPHONOOXY)PHENYL)ACETATE, METHOD OF PREPARATION AND USE THEREOF". Page/Page column 42-44. . Retrieved 2010/01/30.
• 2、 -. "PROCESS FOR PREPARING PYRROLOTRIAZINE ANILINE COMPOUNDS USEFUL AS KINASE INHIBITORS". Page/Page column 13. . Retrieved 2010/10/19.