N-[2-(3,4-dimethoxy-phenyl)-1-hydroxymethyl-ethyl]-2-(1-oxo-4-pyrimidin-5-yl-1H-phthalazin-2-yl)-isonicotinamide

Base Information

• Chemical Name: N-[2-(3,4-dimethoxy-phenyl)-1-hydroxymethyl-ethyl]-2-(1-oxo-4-pyrimidin-5-yl-1H-phthalazin-2-yl)-isonicotinamide
• CAS No.: 209261-87-0
• Molecular Formula: C₂₉H₂₆N₆O₅
• Molecular Weight: 538.563
• Mol file: 209261-87-0.mol

Synonyms:N-[2-(3,4-dimethoxy-phenyl)-1-hydroxymethyl-ethyl]-2-(1-oxo-4-pyrimidin-5-yl-1H-phthalazin-2-yl)-isonicotinamide

Chemical Property of N-[2-(3,4-dimethoxy-phenyl)-1-hydroxymethyl-ethyl]-2-(1-oxo-4-pyrimidin-5-yl-1H-phthalazin-2-yl)-isonicotinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[2-(3,4-dimethoxy-phenyl)-1-hydroxymethyl-ethyl]-2-(1-oxo-4-pyrimidin-5-yl-1H-phthalazin-2-yl)-isonicotinamide

There total 4 articles about N-[2-(3,4-dimethoxy-phenyl)-1-hydroxymethyl-ethyl]-2-(1-oxo-4-pyrimidin-5-yl-1H-phthalazin-2-yl)-isonicotinamide 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:

2-bromoisonicotinic acid (66572-56-3) → N-[2-(3,4-dimethoxy-phenyl)-1-hydroxymethyl-ethyl]-2-(1-oxo-4-pyrimidin-5-yl-1H-phthalazin-2-yl)-isonicotinamide (209261-87-0)

Guidance literature:

Multi-step reaction with 3 steps

1: DCC; HOBt / CH₂Cl₂ / 25 °C

2: NaBH₄; MeOH / tetrahydrofuran / Heating

3: CuI; K₂CO₃ / dimethylformamide / 120 °C

With methanol; sodium tetrahydroborate; copper(l) iodide; potassium carbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 3: Ullmann condensation;

DOI:10.1016/S0960-894X(03)00438-4

Reference yield:

4-Pyrimidin-5-yl-2H-phthalazin-1-one (153078-03-6) + (2S)-2-(2-bromoisonicotinoylamino)-3-(3,4-dimethoxyphenyl)-1-propanol (209262-38-4) → N-[2-(3,4-dimethoxy-phenyl)-1-hydroxymethyl-ethyl]-2-(1-oxo-4-pyrimidin-5-yl-1H-phthalazin-2-yl)-isonicotinamide (209261-87-0)

Guidance literature:

With copper(l) iodide; potassium carbonate; In N,N-dimethyl-formamide; at 120 ℃;

DOI:10.1016/S0960-894X(03)00438-4

Reference yield:

(S)-(+)-3,4-dimethoxyphenylalanine ethyl ester hydrochloride (129077-93-6) → N-[2-(3,4-dimethoxy-phenyl)-1-hydroxymethyl-ethyl]-2-(1-oxo-4-pyrimidin-5-yl-1H-phthalazin-2-yl)-isonicotinamide (209261-87-0)

Guidance literature:

Multi-step reaction with 3 steps

1: DCC; HOBt / CH₂Cl₂ / 25 °C

2: NaBH₄; MeOH / tetrahydrofuran / Heating

3: CuI; K₂CO₃ / dimethylformamide / 120 °C

With methanol; sodium tetrahydroborate; copper(l) iodide; potassium carbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 3: Ullmann condensation;

DOI:10.1016/S0960-894X(03)00438-4

upstream raw materials:

4-Pyrimidin-5-yl-2H-phthalazin-1-one

(2S)-2-(2-bromoisonicotinoylamino)-3-(3,4-dimethoxyphenyl)-1-propanol

2-bromoisonicotinic acid

(S)-(+)-3,4-dimethoxyphenylalanine ethyl ester hydrochloride

Downstream raw materials:

acetic acid 3-(3,4-dimethoxy-phenyl)-2-{[2-(1-oxo-4-pyrimidin-5-yl-1H-phthalazin-2-yl)-pyridine-4-carbonyl]-amino}-propyl ester