methanesulfonic acid 2-{3-methyl-4-[4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-pyrimidin-2-ylamino]-phenyl}-ethyl ester

Base Information

• Chemical Name: methanesulfonic acid 2-{3-methyl-4-[4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-pyrimidin-2-ylamino]-phenyl}-ethyl ester
• CAS No.: 886548-00-1
• Molecular Formula: C₂₁H₂₁N₅O₃S
• Molecular Weight: 423.495
• Mol file: 886548-00-1.mol

Synonyms:methanesulfonic acid 2-{3-methyl-4-[4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-pyrimidin-2-ylamino]-phenyl}-ethyl ester

Chemical Property of methanesulfonic acid 2-{3-methyl-4-[4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-pyrimidin-2-ylamino]-phenyl}-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of methanesulfonic acid 2-{3-methyl-4-[4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-pyrimidin-2-ylamino]-phenyl}-ethyl ester

There total 7 articles about methanesulfonic acid 2-{3-methyl-4-[4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-pyrimidin-2-ylamino]-phenyl}-ethyl ester 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: 95.0%

[4-(2-hydroxyethyl)-2-methylphenyl]-[4-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-2-yl]amine (886547-17-7) + methanesulfonyl chloride (124-63-0) → methanesulfonic acid 2-{3-methyl-4-[4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-pyrimidin-2-ylamino]-phenyl}-ethyl ester (886548-00-1)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/j.bmcl.2006.06.073

Reference yield: 66.0%

→ methanesulfonic acid 2-{3-methyl-4-[4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-pyrimidin-2-ylamino]-phenyl}-ethyl ester (886548-00-1)

Guidance literature:

Reference yield:

3-bromo-1-(benzenesulfonyl)-1H-pyrrolo [2,3-b]pyridine (880769-95-9) → methanesulfonic acid 2-{3-methyl-4-[4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-pyrimidin-2-ylamino]-phenyl}-ethyl ester (886548-00-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / Pd(II)(dppf)2Cl₂; KOAc / tetrahydrofuran

2: 85 percent / Pd(PPh₃)4; K₂CO₃ / 1,2-dimethoxy-ethane

3: 2-methoxy-ethanol

4: 95 percent / Et₃N / CH₂Cl₂

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; potassium carbonate; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; 2-methoxy-ethanol;

DOI:10.1016/j.bmcl.2006.06.073

upstream raw materials:

[4-(2-hydroxyethyl)-2-methylphenyl]-[4-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-2-yl]amine

methanesulfonyl chloride

3-bromo-1-(benzenesulfonyl)-1H-pyrrolo [2,3-b]pyridine

3-(2-chloropyrimidin-4-yl)-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine