2-[2-({9-[(1r,4r)-4-methylcyclohexyl]-9H-pyrido[4',3':4,5]pyrrolo[2,3-d]pyrimidin-2-yl}amino)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]-2-oxoacetic acid

Base Information

• Chemical Name: 2-[2-({9-[(1r,4r)-4-methylcyclohexyl]-9H-pyrido[4',3':4,5]pyrrolo[2,3-d]pyrimidin-2-yl}amino)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]-2-oxoacetic acid
• CAS No.: 1401033-87-1
• Molecular Formula: C₂₆H₂₇N₇O₃
• Molecular Weight: 485.545
• Mol file: 1401033-87-1.mol

Synonyms:2-[2-({9-[(1r,4r)-4-methylcyclohexyl]-9H-pyrido[4',3':4,5]pyrrolo[2,3-d]pyrimidin-2-yl}amino)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]-2-oxoacetic acid

Chemical Property of 2-[2-({9-[(1r,4r)-4-methylcyclohexyl]-9H-pyrido[4',3':4,5]pyrrolo[2,3-d]pyrimidin-2-yl}amino)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]-2-oxoacetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[2-({9-[(1r,4r)-4-methylcyclohexyl]-9H-pyrido[4',3':4,5]pyrrolo[2,3-d]pyrimidin-2-yl}amino)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]-2-oxoacetic acid

There total 11 articles about 2-[2-({9-[(1r,4r)-4-methylcyclohexyl]-9H-pyrido[4',3':4,5]pyrrolo[2,3-d]pyrimidin-2-yl}amino)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]-2-oxoacetic acid 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:

methyl 2-{[6-(2-methoxy-2-oxoacetyl)-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl]{9-[(1r,4r)-4-methylcyclohexyl]-9H-pyrido[4',3':4,5]pyrrolo[2,3-d]pyrimidin-2-yl}amino}-2-oxoacetate (1401034-48-7) → 2-[2-({9-[(1r,4r)-4-methylcyclohexyl]-9H-pyrido[4',3':4,5]pyrrolo[2,3-d]pyrimidin-2-yl}amino)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]-2-oxoacetic acid (1401033-87-1)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 2h;

Reference yield:

3-Fluoropyridine (372-47-4) → 2-[2-({9-[(1r,4r)-4-methylcyclohexyl]-9H-pyrido[4',3':4,5]pyrrolo[2,3-d]pyrimidin-2-yl}amino)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]-2-oxoacetic acid (1401033-87-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / hexane; tetrahydrofuran / 2 h / -74 - -63 °C / Inert atmosphere

1.2: 0.58 h / -60 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / hexane; tetrahydrofuran / Reflux

3.1: lithium hexamethyldisilazane / toluene; 1-methyl-pyrrolidin-2-one / 0.5 h / 20 - 90 °C / Inert atmosphere

4.1: hydrogenchloride / water; methanol / 20 °C

4.2: 0 °C / pH 9

5.1: pyridine / tetrahydrofuran / 20 °C

6.1: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C

With pyridine; 2,2,6,6-tetramethyl-piperidine; hydrogenchloride; n-butyllithium; water; lithium hydroxide; lithium hexamethyldisilazane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; hexane; water; toluene;

Reference yield:

2-chloro-5,6,7,8-tetrahydro[1,6]naphthyridine hydrochloride (766545-20-4) → 2-[2-({9-[(1r,4r)-4-methylcyclohexyl]-9H-pyrido[4',3':4,5]pyrrolo[2,3-d]pyrimidin-2-yl}amino)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]-2-oxoacetic acid (1401033-87-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C

2.1: sodium t-butanolate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 3 h / 100 °C / Inert atmosphere

3.1: hydrogenchloride / water; methanol / 20 °C

3.2: 0 °C / pH 9

4.1: pyridine / tetrahydrofuran / 20 °C

5.1: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C

With pyridine; hydrogenchloride; water; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; lithium hydroxide; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;

upstream raw materials:

3-Fluoropyridine

2-chloro-5,6,7,8-tetrahydro[1,6]naphthyridine hydrochloride

trans-4-methylcyclohexylamine hydrochloride

2-chloro-7,8-dihydro-5H-[1,6]naphthyridine-6-carboxylic acid tert-butyl ester

Refernces