ChemicalBook CAS DataBase List 3-BROMO-5-MORPHOLINOPYRIDIN-2-AMINE

3-BROMO-5-MORPHOLINOPYRIDIN-2-AMINE synthesis

6synthesis methods

Product Name:3-BROMO-5-MORPHOLINOPYRIDIN-2-AMINE
CAS Number:1254301-05-7
Molecular formula:C9H12BrN3O
Molecular Weight:258.12

Morpholine, 4-(5-bromo-6-nitro-3-pyridinyl)-

1254301-04-6
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1254301-05-7
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Yield:1254301-05-7 84%

Reaction Conditions:

with water;tin(ll) chloride in ethanol at 80; for 2 h;Solvent;Reagent/catalyst;Temperature;Concentration;

Steps:

11.6 Step 6. 3-bromo-5-morpholinopyridin-2-amine

Step 6.
3-bromo-5-morpholinopyridin-2-amine
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.

References:

US9242996,2016,B2 Location in patent:Page/Page column 82; 84

13535-01-8 Synthesis