4-(2-methyl-3-(propan-2-yl)-3H-imidazol-4-yl)pyrimidin-2-amine synthesis
- Product Name:4-(2-methyl-3-(propan-2-yl)-3H-imidazol-4-yl)pyrimidin-2-amine
- CAS Number:602306-61-6
- Molecular formula:C11H15N5
- Molecular Weight:217.27
![2-Propen-1-one, 3-(dimethylamino)-1-[2-methyl-1-(1-methylethyl)-1H-imidazol-5-yl]-, (2E)-](/CAS/20210111/GIF/862686-53-1.gif)
Yield:602306-61-6 81%
Reaction Conditions:
Stage #1: (2E)-3-(dimethylamino)-1-(1-isopropyl-2-methyl-1H-imidazol-5-yl) prop-2-en-1-one;diguanidine carbonate in 2-methoxy-ethanol at 20; for 30 h;Heating / reflux;
Stage #2: with water at 20;
Steps:
18
(2E)-3-(Dimethy lamino)- 1 -( 1 -isopropy 1-2-methy 1- 1 H-imidazol-5-y l)prop-2-en- 1 -one, (Method 24 of WO 03/076436 4.Og, 18 mmol) and guanidine carbonate (7.2g, 40 mmol) were pre-mixed in 2-methoxyethanol (80 ml) and heated at reflux for 30 hours. The reaction was allowed to cool before being quenched with water (50 ml). The reaction was then extracted with DCM (2 x 200 ml), dried and solvent was removed in vacuo to yield a yellow solid. The solid was dissolved in minimum amount of warm DCM, this was then allowed to cool before the addition of ether. An off white solid precipitated this was filtered and dried. The process was repeated to obtain second crop of product (3.18g, 81%). NMR (299.954 MHz, CDCl3) 8.22 (d, IH), 7.33 (s, IH), 6.80 (d, IH), 5.45 (septet, IH), 5.10 (s, 2H), 2.56 (s, 3H), 1.54 (d, 6H); m/z 218.
References:
WO2006/64251,2006,A1 Location in patent:Page/Page column 66
