HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 4-(2-Methyl-4-oxo-4H-pyrimido[2,1-b][1,3]benzothiazol-3-yl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Cyanophenylboronic acid | HCID 2734326 | — |
| Reactant | 6-(3,5-Difluorophenyl)-7-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one | HCID 66753471 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-(2-Methyl-4-oxo-4H-pyrimido[2,1-b][1,3]benzothiazol-3-yl)benzonitrile | HCID 66752654 | — |
Reaction Steps
This compound was prepared from Step 2 intermediate (800 mg, 2.331 mmol), 4-cyanophenylboronic acid (480 mg, 8.271 mmol), Pd[(C6H5)3P]4 (108 mg, 0.093 mmol) and Na2CO3 (1.48 g, 14.023 mol) in a mixture of toluene, ethanol and water according to the procedure described in Intermediate 3, Step 3 to afford the desired product as a light yellow solid; 1H NMR (300 MHz, DMSO-d6) δ 2.49 (s, 3H), 7.53-7.59 (m, 4H), 7.91 (d, J=7.8 Hz, 2H), 8.03-8.10 (m, 1H), 8.80-8.90 (m, 1H); ESI-MS (m/z) 318.30 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08119647B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-5517c946c18e4286b130f7b02693f674 |
| Source note | uspto-grants-2012_02 |