HCID 66665408, compound → 5-Bromo-pyridine-2-carboxylic acid [3-((R)-5-amino-3-fluoromethyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-phenyl]-amide

HRID 2196216Notes

Reaction equation

HRID 2196216 reaction equation
C(OC(=O)[NH:7][C:8]1[CH2:9][O:10][CH2:11][C@:12]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([NH:22][C:23]([C:25]3[CH:30]=[CH:29][C:28]([Br:31])=[CH:27][N:26]=3)=[O:24])[CH:17]=2)([CH2:14][F:15])[N:13]=1)(C)(C)C>Cl.O1CCOCC1>[NH2:7][C:8]1[CH2:9][O:10][CH2:11][C@:12]([C:16]2[CH:17]=[C:18]([NH:22][C:23]([C:25]3[CH:30]=[CH:29][C:28]([Br:31])=[CH:27][N:26]=3)=[O:24])[CH:19]=[CH:20][CH:21]=2)([CH2:14][F:15])[N:13]=1

Participants

4

Reactant 1

HCID 66665408HCID 66665408, compound

Product 1

HCID 509142555-Bromo-pyridine-2-carboxylic acid [3-((R)-5-amino-3-fluoromethyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-phenyl]-amide

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 117 mg (0.231 mmol) ((R)-5-{3-[(5-bromo-pyridine-2-carbonyl)-amino]-phenyl}-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)-carbamic acid tert-butyl ester in 2 ml 4N HCl in dioxane was stirred at 45° C. overnight. The mixture was concentrated and crystallized from EtOAc/hexane to yield the title compound as colorless crystals.

Workup

  1. concentrationThe mixture was concentrated
  2. customcrystallized from EtOAc/hexane

Sources & evidence

ORD record
ord-afe498ce372e44149c7d4ca748d7bdd6
Source dataset
uspto-grants-2012_12
Patent number
US08338413B1

Reaction notes

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