Merck EX13RS

Base Information

• Chemical Name: Merck EX13RS
• CAS No.: 917882-66-7
• Molecular Formula: C₂₄H₂₅N₅O₅S
• Molecular Weight: 495.559
• Mol file: 917882-66-7.mol

Synonyms:Merck EX13RS;SulfaMide, N-[(2S)-1,4-dioxan-2-ylMethyl]-N-Methyl-N-[3-(1-Methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]-

Chemical Property of Merck EX13RS

Chemical Property:

• PSA: 124.03000
• LogP: 3.30640

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Merck EX13RS

There total 39 articles about Merck EX13RS 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: 80.0%

N'-(3-chloro-5-oxo-5H-benzo-[4,5]cyclohepta[1,2-b]pyridin-7-yl)-N-[(2R)-1,4-dioxan-2-ylmethyl]-N-methylsulfuric diamide (917879-37-9) + 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole lithium hydroxy-ate complex → MK-2461 (917882-66-7)

Guidance literature:

With bis(tri-tert-butylphosphine)palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 100 ℃; for 1h; Degassed; Large scale reaction;

DOI:10.1021/op100101q

Reference yield: 70.0%

N'-(3-chloro-5-oxo-5H-benzo-[4,5]cyclohepta[1,2-b]pyridin-7-yl)-N-[(2R)-1,4-dioxan-2-ylmethyl]-N-methylsulfuric diamide (917879-37-9) + 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (761446-44-0) → MK-2461 (917882-66-7)

Guidance literature:

With potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri tert-butylphosphoniumtetrafluoroborate; In N,N-dimethyl-formamide; at 100 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jm200112k

Reference yield:

N-(3-chloro-5-oxo-5H-benzo-[4,5]cyclohepta[1,2-b]pyridin-7-yl)-N-[(2S)-1,4-dioxan-2-ylmethyl]-N-methylsulfuric diamide + 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (761446-44-0) → N-((2R)-1,4-dioxan-2-ylmethyl)-N-methyl-N’-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]sulfamide (917882-66-7)

Guidance literature:

With potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri tert-butylphosphoniumtetrafluoroborate; In N,N-dimethyl-formamide; at 100 ℃; Inert atmosphere;

DOI:10.1021/jm200112k

upstream raw materials:

N'-(3-chloro-5-oxo-5H-benzo-[4,5]cyclohepta[1,2-b]pyridin-7-yl)-N-[(2R)-1,4-dioxan-2-ylmethyl]-N-methylsulfuric diamide

1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

(2R)-2-[(2-chloroethoxy)methyl]oxirane

(S)-1-(2-chloroethoxy)-3-chloropropan-2-ol

Downstream raw materials:

(2-hydroxyethyl)trimethylammonium N-[(2R)-1,4-dioxan-2-ylmethyl]-N-methyl-N'-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]sulfamide