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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2169586Generated: October 27, 2026

5-(Chloromethyl)-1,3-oxazole → (R)-2-chloro-5-(oxazol-5-ylmethyl)-5,6,6a,7,9,10-hexahydro-[1,4]oxazino[3,4-h]pteridine

https://huagongshe.com/reaction/2169586

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(Chloromethyl)-1,3-oxazoleHCID 15290880—
ReactantSodium t-butoxideHCID 23676156—
Reactant(R)-2-chloro-5,6,6a,7,9,10-hexahydro-[1,4]oxazino[3,4-h]pteridineHCID 86670088—
SolventDimethyl SulfoxideHCID 679—
Product(R)-2-chloro-5-(oxazol-5-ylmethyl)-5,6,6a,7,9,10-hexahydro-[1,4]oxazino[3,4-h]pteridineHCID 86670129—

Reaction Steps

The title compound was prepared in a manner similar to PREPARATION x5 using (R)-2-chloro-5,6,6a,7,9,10-hexahydro-[1,4]oxazino[3,4-h]pteridine (PREPARATION x2, 351 mg, 1.547 mmol) in DMSO (10 mL), sodium tert-butoxide (178 mg, 1.856 mmol) and 5-(chloromethyl)oxazole (200 mg, 1.702 mmol) (171 mg, 36%). ESI-MS m/z [M+H]+ calc'd for C13H14ClN5O2, 308.09; found 308.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045496B2
Source datasetuspto-grants-2015_06
ORD IDord-9e01a8d677144983a8cb1e2867877730
Source noteuspto-grants-2015_06