ChemicalBook CAS DataBase List CB5083

CB5083 synthesis

10synthesis methods

Product Name:CB5083
CAS Number:1542705-92-9
Molecular formula:C24H23N5O2
Molecular Weight:413.47

1-(4-(benzylamino)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-yl)-2-methyl-1H-indole-4-carbonitrile

1542705-83-8
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1542705-92-9
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$35.00/1mg

Yield: 70%

Reaction Conditions:

with Acetaldehyde oxime;palladium diacetate;triphenylphosphine in ethanol;water at 90; for 2 h;Inert atmosphere;

Steps:

5 4.2.5 1-(4-(benzylamino)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-yl)-2-methyl-1H-indole-4-carboxamide (CB-5083)
General procedure: At room temperature, to the solution of the 16 (262mg, 0.663mmol) in ethanol (12mL) was added PPh₃ (34mg, 0.13mmol), Pd(OAc)₂ (29.2mg, 0.13mmol), acetaldehyde oxime (35.4mg, 0.60mmol) and water (1.5mL). The resulting mixture was refluxed for 2h, cooled down to room temperature and concentrated in vacuo. The residue was purified by flash chromatography (petroleum ether/EtOAc=2:1) to afford CB-5083 (191mg, yield 70%, purity 99%).

References:

Wang, Xueyuan;Bai, Enhe;Zhou, Hui;Sha, Sijia;Miao, Hang;Qin, Yanru;Liu, Zhaogang;Wang, Jia;Zhang, Haoyang;Lei, Meng;Liu, Jia;Hai, Ou;Zhu, Yongqiang [Bioorganic and Medicinal Chemistry,2019,vol. 27,# 3,p. 533 - 544]

7,8-dihydro-5H-pyrano[4,3-d]pyrimidine-2,4-diol

1478126-83-8
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1542705-92-9
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References

2,4-Dichloro-7,8-dihydro-5H-pyrano[4,3-d]pyriMidine

944902-88-9
65 suppliers
$165.00/250MG

1542705-92-9
89 suppliers
$35.00/1mg

References

29943-42-8 Synthesis

29943-42-8
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$5.00/1g

1542705-92-9
89 suppliers
$35.00/1mg

References

Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate

127956-11-0
98 suppliers
$45.00/50mg

1542705-92-9
89 suppliers
$35.00/1mg

References