HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloromethyl Methyl Ether → HCID 11305377, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloromethyl Methyl Ether | HCID 7864 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 178491999 | HCID 178491999 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11305377 | HCID 11305377 | 87.9% |
Reaction Steps
0.3 g 5-Chloro-2-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-3H-imidazo[4,5-b]pyridine (0.74 mmol) was dissolved in dry DMF (10.0 ml) and treated with 0.033 g NaH (65% in oil, 0.9 mmol) at 0° C. After stirring at ambient temperature for 1 h, 68 μl MOMCl (0.9 mmol) and 0.011 g tetrabutyl ammonium iodide (0.03 mmol) were added and the reaction mixture was stirred for 16 h. The suspension was filtered and the residue triturated in ether. Upon drying in vacuo, one obtained 0.29 g of 5-chloro-3-methoxymethyl-2-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-3H-imidazo[4,5-b]pyridine (87%) as a yellow solid; M.p.: 167–170° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07122545B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-b7f3b99b869548338d11160e0f640ab4 |
| Source note | uspto-grants-2006_10 |