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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2169587Generated: November 1, 2026

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

https://huagongshe.com/reaction/2169587

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(Chloromethyl)-3-ethyl-1,2-oxazoleHCID 12364600—
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-((3-ethylisoxazol-5-yl)methyl)-5,6,6a,7,9,10-hexahydro-[1,4]oxazino[3,4-h]pteridineHCID 86670130—

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, 100 mg, 0.441 mmol) in DMSO (5 mL), sodium tert-butoxide (50.9 mg, 0.529 mmol) and 5-(chloromethyl)-3-ethylisoxazole (70.7 mg, 0.485 mmol) (120 mg, 81%). ESI-MS m/z [M+H]+ calc'd for C15H18ClN5O2, 336.12; found 336.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045496B2
Source datasetuspto-grants-2015_06
ORD IDord-a29a747a84144be2929ab1711c9da771
Source noteuspto-grants-2015_06