2-{1-[benzyl(methyl)amino]-1-methylethyl}-N-(4-fluorobenzyl)-5,6-dihydroxypyrimidine-4-carboxamide

Base Information

• Chemical Name: 2-{1-[benzyl(methyl)amino]-1-methylethyl}-N-(4-fluorobenzyl)-5,6-dihydroxypyrimidine-4-carboxamide
• CAS No.: 519032-37-2
• Molecular Formula: C₂₃H₂₅FN₄O₃
• Molecular Weight: 424.475
• Mol file: 519032-37-2.mol

Synonyms:2-{1-[benzyl(methyl)amino]-1-methylethyl}-N-(4-fluorobenzyl)-5,6-dihydroxypyrimidine-4-carboxamide

Chemical Property of 2-{1-[benzyl(methyl)amino]-1-methylethyl}-N-(4-fluorobenzyl)-5,6-dihydroxypyrimidine-4-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{1-[benzyl(methyl)amino]-1-methylethyl}-N-(4-fluorobenzyl)-5,6-dihydroxypyrimidine-4-carboxamide

There total 5 articles about 2-{1-[benzyl(methyl)amino]-1-methylethyl}-N-(4-fluorobenzyl)-5,6-dihydroxypyrimidine-4-carboxamide 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-(1-{[(benzyloxy) carbonyl] amino}-1-methylethyl)-5,6-dihydroxypyrimidine-4-carboxylate (519032-08-7) → 2-{1-[benzyl(methyl)amino]-1-methylethyl}-N-(4-fluorobenzyl)-5,6-dihydroxypyrimidine-4-carboxamide (519032-37-2)

Guidance literature:

Multi-step reaction with 4 steps

1: methanol / Heating

2: H₂ / Pd/C / methanol / 1 h / 20 °C

3: Et₃N; NaBH₃CN; AcOH / methanol / 4 h / 20 °C

4: Et₃N; NaBH₃CN; AcOH / H₂O; methanol / 20 °C

With hydrogen; sodium cyanoborohydride; acetic acid; triethylamine; palladium on activated charcoal; In methanol; water;

DOI:10.1021/jm070027u

Reference yield:

{1-[4-(4-fluoro-benzylcarbamoyl)-5,6-dihydroxy-pyrimidin-2-yl]-1-methyl-ethyl}-carbamic acid benzyl ester (519028-33-2) → 2-{1-[benzyl(methyl)amino]-1-methylethyl}-N-(4-fluorobenzyl)-5,6-dihydroxypyrimidine-4-carboxamide (519032-37-2)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Pd/C / methanol / 1 h / 20 °C

2: Et₃N; NaBH₃CN; AcOH / methanol / 4 h / 20 °C

3: Et₃N; NaBH₃CN; AcOH / H₂O; methanol / 20 °C

With hydrogen; sodium cyanoborohydride; acetic acid; triethylamine; palladium on activated charcoal; In methanol; water;

DOI:10.1021/jm070027u

Reference yield:

2-(1-benzylamino-1-methyl-ethyl)-5,6-dihydroxy-pyrimidine-4-carboxylic acid 4-fluoro-benzylamide (519032-35-0) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → 2-{1-[benzyl(methyl)amino]-1-methylethyl}-N-(4-fluorobenzyl)-5,6-dihydroxypyrimidine-4-carboxamide (519032-37-2)

Guidance literature:

With sodium cyanoborohydride; acetic acid; triethylamine; In methanol; water; at 20 ℃;

DOI:10.1021/jm070027u

upstream raw materials:

2-(1-benzylamino-1-methyl-ethyl)-5,6-dihydroxy-pyrimidine-4-carboxylic acid 4-fluoro-benzylamide

formaldehyd

2-(1-amino-1-methylethyl)-N-(4-fluorobenzyl)-5,6-dihydroxypyrimidine-4-carboxamide

methyl 2-(1-{[(benzyloxy) carbonyl] amino}-1-methylethyl)-5,6-dihydroxypyrimidine-4-carboxylate

Downstream raw materials:

5,6-dihydroxy-2-(1-methyl-1-methylamino-ethyl)-pyrimidine-4-carboxylic acid 4-fluoro-benzylamide