Pyrido[2,3-d]pyrimidin-7(8H)-one,2-[[4-(2-aminoethoxy)phenyl]amino]-6-(2,6-dichlorophenyl)-8-methyl-

Base Information

• Chemical Name: Pyrido[2,3-d]pyrimidin-7(8H)-one,2-[[4-(2-aminoethoxy)phenyl]amino]-6-(2,6-dichlorophenyl)-8-methyl-
• CAS No.: 212391-58-7
• Molecular Formula: C22H19Cl2N5O2
• Molecular Weight: 456.32500
• Mol file: 212391-58-7.mol

Synonyms:

Chemical Property of Pyrido[2,3-d]pyrimidin-7(8H)-one,2-[[4-(2-aminoethoxy)phenyl]amino]-6-(2,6-dichlorophenyl)-8-methyl-

Chemical Property:

• Boiling Point: 663.7±65.0 °C(Predicted)
• PKA: 8.57±0.10(Predicted)
• PSA: 95.06000
• Density: 1.426±0.06 g/cm3(Predicted)
• LogP: 5.15670

Purity/Quality:

97% ^*data from raw suppliers

PP58 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Pyrido[2,3-d]pyrimidin-7(8H)-one,2-[[4-(2-aminoethoxy)phenyl]amino]-6-(2,6-dichlorophenyl)-8-methyl-

There total 11 articles about Pyrido[2,3-d]pyrimidin-7(8H)-one,2-[[4-(2-aminoethoxy)phenyl]amino]-6-(2,6-dichlorophenyl)-8-methyl- 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-{4-[6-(2,6-Dichloro-phenyl)-8-methyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino]-phenoxy}-ethyl)-carbamic acid tert-butyl ester → 2-[4-(2-Amino-ethoxy)-phenylamino]-6-(2,6-dichloro-phenyl)-8-methyl-8H-pyrido[2,3-d]pyrimidin-7-one (212391-58-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1021/jm9802259

Reference yield:

(4-methylamino-2-methylsulfanyl-pyrimidin-5-yl)-methanol (17759-30-7) → 2-[4-(2-Amino-ethoxy)-phenylamino]-6-(2,6-dichloro-phenyl)-8-methyl-8H-pyrido[2,3-d]pyrimidin-7-one (212391-58-7)

Guidance literature:

Multi-step reaction with 9 steps

1: 93 percent / MnO₂ / CHCl₃ / 6 h / Ambient temperature

2: 46 percent / K₂CO₃ / dimethylformamide / 18 h / 100 - 105 °C

3: 88 percent / 0.08 h / Heating

4: 96 percent / 6N aq. HCl / Heating

5: 92 percent / m-CPBA / CHCl₃ / 25 °C

6: 0.17 h / 160 - 165 °C / Heating

7: 92 percent / 48percent aq. HBr, propanoic acid / 3 h / Heating

8: PPh₃, DEAD / tetrahydrofuran / 5 - 25 °C

9: TFA / CH₂Cl₂ / 2 h / Ambient temperature

With hydrogenchloride; manganese(IV) oxide; hydrogen bromide; potassium carbonate; propionic acid; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; chloroform; N,N-dimethyl-formamide;

DOI:10.1021/jm9802259

Reference yield:

4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester (5909-24-0) → 2-[4-(2-Amino-ethoxy)-phenylamino]-6-(2,6-dichloro-phenyl)-8-methyl-8H-pyrido[2,3-d]pyrimidin-7-one (212391-58-7)

Guidance literature:

Multi-step reaction with 11 steps

1: 81 percent / Et₃N / tetrahydrofuran; H₂O / 0.5 h / 25 °C

2: 84 percent / LiAlH₄ / tetrahydrofuran / 0.17 h / Ambient temperature

3: 93 percent / MnO₂ / CHCl₃ / 6 h / Ambient temperature

4: 46 percent / K₂CO₃ / dimethylformamide / 18 h / 100 - 105 °C

5: 88 percent / 0.08 h / Heating

6: 96 percent / 6N aq. HCl / Heating

7: 92 percent / m-CPBA / CHCl₃ / 25 °C

8: 0.17 h / 160 - 165 °C / Heating

9: 92 percent / 48percent aq. HBr, propanoic acid / 3 h / Heating

10: PPh₃, DEAD / tetrahydrofuran / 5 - 25 °C

11: TFA / CH₂Cl₂ / 2 h / Ambient temperature

With hydrogenchloride; manganese(IV) oxide; lithium aluminium tetrahydride; hydrogen bromide; potassium carbonate; propionic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; chloroform; water; N,N-dimethyl-formamide;

DOI:10.1021/jm9802259

upstream raw materials:

(4-methylamino-2-methylsulfanyl-pyrimidin-5-yl)-methanol

4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester

4-methylamino-2-methylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester

6-(2,6-dichlorophenyl)-8-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one