CID 5329775

Base Information

• Chemical Name: CID 5329775
• CAS No.: 582315-72-8
• Molecular Formula: C₁₈H₁₇F₂N₃O₂
• Molecular Weight: 345.349
• UNII: 4GF4A623RF
• Pharos Ligand ID: S4KJPG7TT7P4
• Mol file: 582315-72-8.mol

Synonyms:4GF4A623RF;GTPL8051;CCG-267974;AC-35909;AS-56200

Chemical Property of CID 5329775

Chemical Property:

• Boiling Point: 552.9±50.0 °C(Predicted)
• PKA: 8.50±0.40(Predicted)
• PSA: 67.87000
• Density: 1.304±0.06 g/cm3(Predicted)
• LogP: 3.95440
• Solubility.: insoluble in H2O; insoluble in EtOH; ≥17.25 mg/mL in DMSO
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 345.12888312
• Heavy Atom Count: 25
• Complexity: 456

Purity/Quality:

99% ^*data from raw suppliers

BMS-265246 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOC1=C2C=NNC2=NC=C1C(=O)C3=C(C=C(C=C3F)C)F
• Uses: BMS-265246 is a potent and selective pyra-zolopyridine based inhibitor of cdk2/cyclinE, cdk1/cyclinB and cdk4/ cyclinD.

Technology Process of CID 5329775

There total 7 articles about CID 5329775 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:

ethyl 4-chloro-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate (227617-16-5) → BMS-265246 (582315-72-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 100 percent / butan-1-ol / 3 h / 65 °C

2: 100 percent / H₂O / butan-1-ol / 3 h / 65 °C

3: (COCl)2; DMF / CH₂Cl₂ / 25 °C

4: Et₃N / CH₂Cl₂ / 0 - 25 °C

5: 89 percent / TFA / 2.5 h / 65 °C

6: tetrahydrofuran / -78 - 0 °C

With oxalyl dichloride; water; triethylamine; N,N-dimethyl-formamide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; butan-1-ol;

DOI:10.1016/S0960-894X(03)00381-0

Reference yield:

4-Hydroxy-1-[(4-methoxyphenyl)methyl]-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester (227617-15-4) → BMS-265246 (582315-72-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 66 percent / POCl₃ / 1 h / 120 °C

2: 100 percent / butan-1-ol / 3 h / 65 °C

3: 100 percent / H₂O / butan-1-ol / 3 h / 65 °C

4: (COCl)2; DMF / CH₂Cl₂ / 25 °C

5: Et₃N / CH₂Cl₂ / 0 - 25 °C

6: 89 percent / TFA / 2.5 h / 65 °C

7: tetrahydrofuran / -78 - 0 °C

With oxalyl dichloride; water; triethylamine; N,N-dimethyl-formamide; trifluoroacetic acid; trichlorophosphate; In tetrahydrofuran; dichloromethane; butan-1-ol;

DOI:10.1016/S0960-894X(03)00381-0

Reference yield:

4-butoxy-1-[(4-methoxyphenyl)methyl]-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid chloride → BMS-265246 (582315-72-8)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 0 - 25 °C

2: 89 percent / TFA / 2.5 h / 65 °C

3: tetrahydrofuran / -78 - 0 °C

With triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0960-894X(03)00381-0

upstream raw materials:

4-Butoxy-N-methoxy-N-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxamide

ethyl 4-chloro-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate

4-Hydroxy-1-[(4-methoxyphenyl)methyl]-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester

4-Butoxy-1-[(4-methoxyphenyl)methyl]-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid

Refernces