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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 562283Generated: October 25, 2026

Morpholine → 4-((4-Bromothiazol-2-yl)methyl)morpholine

https://huagongshe.com/reaction/562283

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
Reactant4-Bromothiazole-2-carboxaldehydeHCID 2763187—
ReactantSodium triacetoxyborohydrideHCID 5049666—
CatalystAcetic AcidHCID 176—
SolventDichloromethaneHCID 6344—
Product4-((4-Bromothiazol-2-yl)methyl)morpholineHCID 6672333876%

Reaction Steps

To a solution of 4-bromo-1,3-thiazole-2-carbaldehyde (192 mg, 1.0 mmol) in DCM (4.0 mL) was added morpholine (130 ul, 1.5 mmol) and 3 drops of AcOH. The mixture was stirred for 12 hr and then Na(OAc)3BH (0.335 g, 1.5 mmol) was added. After 6 hr. the mixture was quenched with Sat. NaHCO3 (4.0 mL) and brine (3.0 mL). The organic layer was separated and concentrated to give 200 mg of 4-[(4-bromo-1,3-thiazol-2-yl)methyl]morpholine (76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063071B2
Source datasetuspto-grants-2011_11
ORD IDord-13a9c272d5e9426b9d3ef3704f449d34
Source noteuspto-grants-2011_11