Reference of 3680-69-1, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 3680-69-1, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.
To a solution of 4-chloropyrrolo[2,3-d]pyrimidine (200 g, 1.3 mol, 1.0 eq.) in N,N-dimethylformamide was added 60% NaH (62.4 g, 1.56 mol, 1.2 eq.) in an ice bath, and stirred for 1 hour at room temperature after completion of addition. 2-(Trimethylsilyl)ethoxymethyl chloride (SEMCl, 260 g, 1.56 mol, 1.2 eq.) was slowly added drop-wise under cooling in an ice bath. After completion of addition, the reaction was stirred for 1 hour in an ice bath, quenched with water, and extracted with ethyl acetate. The combined organic phase was washed with a saturated brine solution, dried over anhydrous sodium sulfate, and filtrated. The filtrate was concentrated under reduced pressure to obtain residue, which was purified by column chromatography on silica gel to afford 4-chloro-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidine (2) (312.2 g, yield: 91.8%). 1H-NMR (500 MHz, CDCl3): delta 8.64 (s, 1H), 7.38 (d, J=3.6 Hz, 1H), 6.65 (d, J=3.6 Hz, 1H), 5.64 (s, 2H), 3.52 (t, J=8.2 Hz, 2H), 0.90 (t, J=8.2 Hz, 2H), -0.07 (s, 9H); HRMS (ESI) calcd. for C12H18N3OSi [M+H]+ 284.0980; Found: 284.0995.
According to the analysis of related databases, 3680-69-1, the application of this compound in the production field has become more and more popular.
Reference:
Patent; CHIA TAI TIANQING PHARMACEUTICAL GROUP CO., LTD.; Lianyungang Runzhong Pharmaceutical Co., Ltd.; CENTAURUS BIOPHARMA CO., LTD.; ZHANG, Xiquan; Zhang, Aiming; Zhou, Zhou; Yao, Huadong; Xie, Jie; (32 pag.)US2019/211021; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia