2,6-DIMETHYL-5-IODO-4(3H)-PYRIMIDONE synthesis
- Product Name:2,6-DIMETHYL-5-IODO-4(3H)-PYRIMIDONE
- CAS Number:83410-37-1
- Molecular formula:C6H7IN2O
- Molecular Weight:250.04
6622-92-0
83410-37-1
Step A: 2,6-Dimethylpyrimidin-4-ol (5.0 g, 40 mmol) was dissolved in aqueous sodium hydroxide solution (50 mL, 1 M, 50 mmol). Iodine (10.2 g, 40 mmol) was subsequently added to this solution. The reaction mixture was slowly warmed to 80 °C and stirred continuously for 2 hours. Upon completion of the reaction, the mixture was cooled to room temperature and the pH was adjusted with acetic acid to about 6. At this point, a precipitate appeared in the reaction mixture and the precipitate was collected by filtration. The resulting solid was washed with deionized water and dried to give the target product 5-iodo-2,6-dimethylpyrimidin-4-ol (6.51 g, 65% yield). Mass spectrometry analysis showed m/z 251.2 [M + H]+.
6622-92-0
204 suppliers
$9.00/1g
83410-37-1
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$99.00/250 mg
Yield: 65%
Reaction Conditions:
with iodine;sodium hydroxide in water at 80; for 2 h;
Steps:
62.1.A
Step A:
2,6-Dimethylpyrimidin-4-ol (5.0 g, 40 mmol) was dissolved in aqueous NaOH solution (50 mL, 1 M, 50 mmol).
To the solution was added iodine (10.2 g, 40 mmol).
The mixture was gradually heated to 80° C. and stirred for 2 h.
After cooling the mixture to room temperature, acetic acid was added to adjust the pH ˜6.
A precipitate formed and was collected by filtration.
The solid was washed with water and dried to give 5-iodo-2,6-dimethylpyrimidin-4-ol (6.51 g, 65%). MS m/z 251.2 [M+H]+.
References:
PTC Therapeutics, Inc.;F. Hoffmann-La Roche AG;Woll, Matthew G.;Chen, Guangming;Choi, Soongyu;Dakka, Amal;Huang, Song;Karp, Gary Mitchell;Lee, Chang-Sun;Li, Chunshi;Narasimhan, Jana;Naryshkin, Nikolai;Paushkin, Sergey;Qi, Hongyan;Turpoff, Anthony A.;Weetall, Marla L.;Welch, Ellen;Yang, Tianle;Zhang, Nanjing;Zhang, Xiaoyan;Zhao, Xin;Pinard, Emmanuel;Ratni, Hasane US9617268, 2017, B2 Location in patent:Page/Page column 398