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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1244321Generated: October 28, 2026

Chloromethyl Methyl Ether → HCID 11305377, compound

https://huagongshe.com/reaction/1244321

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloromethyl Methyl EtherHCID 7864—
ReactantSodium hydrideHCID 24758—
ReactantHCID 178491999HCID 178491999—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
ProductHCID 11305377HCID 1130537787.9%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07122545B2
Source datasetuspto-grants-2006_10
ORD IDord-b7f3b99b869548338d11160e0f640ab4
Source noteuspto-grants-2006_10