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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 595838Generated: October 31, 2026

Water → HCID 118046519, compound

https://huagongshe.com/reaction/595838

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantStannous ChlorideHCID 24479—
ReactantHCID 66664889HCID 66664889—
SolventEthanolHCID 702—
SolventDichloromethaneHCID 6344—
ProductHCID 118046519HCID 11804651984%

Reaction Conditions

Temperature80 °C

Reaction Steps

4-(5-Bromo-6-nitropyridin-3-yl)morpholine (95 mg, 0.33 mmol) was dissolved in EtOH (12 mL) and water (3.0 mL) was added, followed by SnCl2 (313 mg, 1.65 mmol). The reaction mixture was heated to 80° C. for 2 h, cooled to room temperature and diluted with DCM. The two phases were separated, the organic phase was washed with water. The water phase was back extracted with DCM. The pH was adjusted to 12 with 6N NaOH and the mixture was further extracted with DCM. The organic extracts were combined, dried (Na2SO4) and evaporated under reduced pressure obtaining the desired 3-bromo-5-morpholinopyridin-2-amine (71.5 mg, 84%). LCMS (m/z): 260.0 (MH+), 0.37 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242996B2
Source datasetuspto-grants-2016_01
ORD IDord-0c6eeba0776e421ba19cd3eb1e67241e
Source noteuspto-grants-2016_01