1-<(2',4'-diamino-5'-nitro-6'-pyrimidinyl)amino>-3-methyl-4-(p-carbomethoxyphenyl)-2-butanone

Base Information

• Chemical Name: 1-<(2',4'-diamino-5'-nitro-6'-pyrimidinyl)amino>-3-methyl-4-(p-carbomethoxyphenyl)-2-butanone
• CAS No.: 122594-27-8
• Molecular Formula: C₁₇H₂₀N₆O₅
• Molecular Weight: 388.383
• Mol file: 122594-27-8.mol

Synonyms:1-<(2',4'-diamino-5'-nitro-6'-pyrimidinyl)amino>-3-methyl-4-(p-carbomethoxyphenyl)-2-butanone

Chemical Property of 1-<(2',4'-diamino-5'-nitro-6'-pyrimidinyl)amino>-3-methyl-4-(p-carbomethoxyphenyl)-2-butanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-<(2',4'-diamino-5'-nitro-6'-pyrimidinyl)amino>-3-methyl-4-(p-carbomethoxyphenyl)-2-butanone

There total 8 articles about 1-<(2',4'-diamino-5'-nitro-6'-pyrimidinyl)amino>-3-methyl-4-(p-carbomethoxyphenyl)-2-butanone 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: 83.0%

1-amino-3-methyl-4-(p-carbomethoxyphenyl)-2-butanone hydrochloride (122594-24-5) + 6-chloro-5-nitropyrimidine-2,4-diamine (6036-64-2) → 1-<(2',4'-diamino-5'-nitro-6'-pyrimidinyl)amino>-3-methyl-4-(p-carbomethoxyphenyl)-2-butanone (122594-27-8)

Guidance literature:

With 2,4,6-trimethyl-pyridine; sodium methylate; In methanol; N,N-dimethyl-formamide; at 90 ℃; for 0.5h;

DOI:10.1021/jm00163a035

Reference yield:

4-(2-Chlorocarbonyl-propyl)-benzoic acid methyl ester (122594-19-8) → 1-<(2',4'-diamino-5'-nitro-6'-pyrimidinyl)amino>-3-methyl-4-(p-carbomethoxyphenyl)-2-butanone (122594-27-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 2.) HCl(gas) / 1.) Et₂O, 0-5 deg C, 1h, 2.) 15 h

2: 94 percent / NaN₃ / methanol; H₂O / 18 h / Ambient temperature

3: 83 percent / H₂, conc. HCl / Pd / ethanol / 6 h

4: 83 percent / NaOMe, s-collidine / methanol; dimethylformamide / 0.5 h / 90 °C

With 2,4,6-trimethyl-pyridine; hydrogenchloride; sodium azide; hydrogen; sodium methylate; palladium; In methanol; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00163a035

Reference yield:

2-methyl-p-carbomethoxyhydrocinnamic acid (122594-17-6) → 1-<(2',4'-diamino-5'-nitro-6'-pyrimidinyl)amino>-3-methyl-4-(p-carbomethoxyphenyl)-2-butanone (122594-27-8)

Guidance literature:

Multi-step reaction with 5 steps

1: SOCl₂ / benzene / 2.5 h / Heating

2: 2.) HCl(gas) / 1.) Et₂O, 0-5 deg C, 1h, 2.) 15 h

3: 94 percent / NaN₃ / methanol; H₂O / 18 h / Ambient temperature

4: 83 percent / H₂, conc. HCl / Pd / ethanol / 6 h

5: 83 percent / NaOMe, s-collidine / methanol; dimethylformamide / 0.5 h / 90 °C

With 2,4,6-trimethyl-pyridine; hydrogenchloride; thionyl chloride; sodium azide; hydrogen; sodium methylate; palladium; In methanol; ethanol; water; N,N-dimethyl-formamide; benzene;

DOI:10.1021/jm00163a035

upstream raw materials:

1-amino-3-methyl-4-(p-carbomethoxyphenyl)-2-butanone hydrochloride

6-chloro-5-nitropyrimidine-2,4-diamine

4-(2-Chlorocarbonyl-propyl)-benzoic acid methyl ester

2-methyl-p-carbomethoxyhydrocinnamic acid

Downstream raw materials:

methyl 4-amino-4-deoxy-9-methyl-10-deazapteroate