4-[4-(6-fluoro-pyrido[3,4-d]pyrimidin-4-ylamino)-2-methyl-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 4-[4-(6-fluoro-pyrido[3,4-d]pyrimidin-4-ylamino)-2-methyl-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester
• CAS No.: 799242-51-6
• Molecular Formula: C₂₄H₂₈FN₅O₃
• Molecular Weight: 453.516
• Mol file: 799242-51-6.mol

Synonyms:4-[4-(6-fluoro-pyrido[3,4-d]pyrimidin-4-ylamino)-2-methyl-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester

Chemical Property of 4-[4-(6-fluoro-pyrido[3,4-d]pyrimidin-4-ylamino)-2-methyl-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[4-(6-fluoro-pyrido[3,4-d]pyrimidin-4-ylamino)-2-methyl-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester

There total 4 articles about 4-[4-(6-fluoro-pyrido[3,4-d]pyrimidin-4-ylamino)-2-methyl-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester 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: 56.0%

1-tert-butyloxycarbonyl-4-(4-amino-2-methylphenyloxy)piperidine (138227-69-7) + 4-chloro-6-fluoro-pyrido[3,4-d]pyrimidine (175357-98-9) → 4-[4-(6-fluoro-pyrido[3,4-d]pyrimidin-4-ylamino)-2-methyl-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester (799242-51-6)

Guidance literature:

With triethylamine; In 1,2-dichloro-ethane; tert-butyl alcohol; for 2h; Heating / reflux;

Reference yield:

5-nitro-2-fluorotoluene (455-88-9) → 4-[4-(6-fluoro-pyrido[3,4-d]pyrimidin-4-ylamino)-2-methyl-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester (799242-51-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 0.5 h / 10 - 15 °C

1.2: 107 g / dimethylformamide / 3 h / 20 °C

2.1: 68 g / H₂ / Pd(OH)2 / ethanol / 16 h / 20 °C / 2327.23 Torr

3.1: 3.08 g / Et₃N / 2-methyl-propan-2-ol; 1,2-dichloro-ethane / 2 h / Heating

With hydrogen; sodium hydride; triethylamine; palladium dihydroxide; In ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1016/j.bmcl.2007.03.046

Reference yield:

t-butyl 4-hydroxy piperidine-1-carboxylate (109384-19-2) → 4-[4-(6-fluoro-pyrido[3,4-d]pyrimidin-4-ylamino)-2-methyl-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester (799242-51-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 0.5 h / 10 - 15 °C

1.2: 107 g / dimethylformamide / 3 h / 20 °C

2.1: 68 g / H₂ / Pd(OH)2 / ethanol / 16 h / 20 °C / 2327.23 Torr

3.1: 3.08 g / Et₃N / 2-methyl-propan-2-ol; 1,2-dichloro-ethane / 2 h / Heating

With hydrogen; sodium hydride; triethylamine; palladium dihydroxide; In ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1016/j.bmcl.2007.03.046

upstream raw materials:

1-tert-butyloxycarbonyl-4-(4-amino-2-methylphenyloxy)piperidine

4-chloro-6-fluoro-pyrido[3,4-d]pyrimidine

5-nitro-2-fluorotoluene

t-butyl 4-hydroxy piperidine-1-carboxylate

Downstream raw materials:

C₂₅H₃₂N₆O₃

4-[4-(6-Dimethylamino-pyrido[3,4-d]pyrimidin-4-ylamino)-2-methyl-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester

C₂₈H₃₆N₆O₄

N₆-methyl-N₄-[3-methyl-4-(piperidin-4-yloxy)-phenyl]-pyrido[3,4-d]pyrimidine-4,6-diamine