2-Methylimidazole-d5 synthesis

Yield:697806-98-7 99%

Reaction Conditions:

with hydrogen;water-d2;palladium 10% on activated carbon at 160; for 24 h;Product distribution / selectivity;

Steps:

2

In 17 mL of deuterium oxide (D2O) were suspended 500 mg of imidazol and 50 mg of palladium carbon (Pd 10%), followed by replacing atmosphere of a sealed reaction system with hydrogen gas and conducting a reaction in an oil bath at 160°C for about 24 hours. After completion of the reaction, the reaction solution was extracted with ether, followed by filtering out the catalyst and concentration of the filtrate under reduced pressure to obtain 500 mg of deuterated compound (isolation yield 95%). Structural analysis of thus obtained compound by 1H-NMR, 2H-NMR and mass spectrum measurements gave the following deuteration ratios for each hydrogen atom of the compound obtained. Deuteration ratio to total hydrogen atoms in the position (1) shown by the following formula was 99%, and deuteration ratio to total hydrogen atoms in the position (2) was also 99%. Examples 2 to 5. Similar deuteration reactions as in Example 1 were conducted except for using substrates shown in the following Table 1. Isolation yields and deuteration ratios of each deuterated compound are shown in Table 1. Hereinafter, deuteration ratios in each Example were calculated in the same manner as in Example 1.

References:

EP1561741,2005,A1 Location in patent:Page/Page column 13