(E)-N-[6-amino-1-(3-hydroxypropyl)-2,4-dioxo-3-prop-2-ynyl-1,2,3,4-tetrahydropyrimidin-5-yl]-3-(3-methoxyphenyl)acrylamide

Base Information

• Chemical Name: (E)-N-[6-amino-1-(3-hydroxypropyl)-2,4-dioxo-3-prop-2-ynyl-1,2,3,4-tetrahydropyrimidin-5-yl]-3-(3-methoxyphenyl)acrylamide
• CAS No.: 261705-85-5
• Molecular Formula: C₂₀H₂₂N₄O₅
• Molecular Weight: 398.418
• Mol file: 261705-85-5.mol

Synonyms:(E)-N-[6-amino-1-(3-hydroxypropyl)-2,4-dioxo-3-prop-2-ynyl-1,2,3,4-tetrahydropyrimidin-5-yl]-3-(3-methoxyphenyl)acrylamide

Chemical Property of (E)-N-[6-amino-1-(3-hydroxypropyl)-2,4-dioxo-3-prop-2-ynyl-1,2,3,4-tetrahydropyrimidin-5-yl]-3-(3-methoxyphenyl)acrylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-N-[6-amino-1-(3-hydroxypropyl)-2,4-dioxo-3-prop-2-ynyl-1,2,3,4-tetrahydropyrimidin-5-yl]-3-(3-methoxyphenyl)acrylamide

There total 5 articles about (E)-N-[6-amino-1-(3-hydroxypropyl)-2,4-dioxo-3-prop-2-ynyl-1,2,3,4-tetrahydropyrimidin-5-yl]-3-(3-methoxyphenyl)acrylamide 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: 90.0%

1-iodopropan-3-ol (627-32-7) + (E)-N-(6-amino-2,4-dioxo-3-prop-2-ynyl-1,2,3,4-tetrahydropyrimidin-5-yl)-3-(3-methoxyphenyl)acrylamide (261705-81-1) → (E)-N-[6-amino-1-(3-hydroxypropyl)-2,4-dioxo-3-prop-2-ynyl-1,2,3,4-tetrahydropyrimidin-5-yl]-3-(3-methoxyphenyl)acrylamide (261705-85-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1021/jo0358574

Reference yield: 83.0%

(E)-N-(6-amino-2,4-dioxo-3-prop-2-ynyl-1,2,3,4-tetrahydropyrimidin-5-yl)-3-(3-methoxyphenyl)acrylamide (261705-81-1) + 1-bromo-3-propanol (627-18-9) → (E)-N-[6-amino-1-(3-hydroxypropyl)-2,4-dioxo-3-prop-2-ynyl-1,2,3,4-tetrahydropyrimidin-5-yl]-3-(3-methoxyphenyl)acrylamide (261705-85-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 24h;

DOI:10.1021/jm9911480

Reference yield:

trans-3-methoxycinnamic acid (6099-04-3,17570-26-2) → (E)-N-[6-amino-1-(3-hydroxypropyl)-2,4-dioxo-3-prop-2-ynyl-1,2,3,4-tetrahydropyrimidin-5-yl]-3-(3-methoxyphenyl)acrylamide (261705-85-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / EDC / methanol / 4 h / 20 °C

2: 83 percent / K₂CO₃ / dimethylformamide / 24 h / 60 °C

With potassium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In methanol; N,N-dimethyl-formamide; 1: Acylation / 2: Alkylation;

DOI:10.1021/jm9911480

upstream raw materials:

(E)-N-(6-amino-2,4-dioxo-3-prop-2-ynyl-1,2,3,4-tetrahydropyrimidin-5-yl)-3-(3-methoxyphenyl)acrylamide

1-bromo-3-propanol

1-iodopropan-3-ol

6-amino-3-prop-2-ynyl-1H,3H-pyrimidine-2,4-dione

Downstream raw materials:

di-O-tert-butyl 3-O-hydroxypropyl-8-(m-methoxystyryl)-7-methyl-1-propargylxanthine phosphate triester

(E)-3-(3-chloropropyl)-8-[2-(3-methoxyphenyl)vinyl]-7-methyl-1-prop-2-ynyl-3,7-dihydropurine-2,6-dione

[3H]-MSX 2

(E)-3-(3-hydroxypropyl)-8-[2-(3-methoxyphenyl)vinyl]-1-prop-2-ynyl-3,7-dihydropurine-2,6-dione