HCID 58562961, compound → HCID 58562930, compound

HRID 403228Notes

Reaction equation

HRID 403228 reaction equation
[F:1][C@H:2]1[CH2:8][O:7][CH2:6][C:5]([NH2:9])=[N:4][C@@:3]1([C:11]1[CH:16]=[C:15]([N+:17]([O-])=O)[CH:14]=[CH:13][C:12]=1[F:20])[CH3:10]>C(O)C.[Pd]>[NH2:17][C:15]1[CH:14]=[CH:13][C:12]([F:20])=[C:11]([C@:3]2([CH3:10])[C@@H:2]([F:1])[CH2:8][O:7][CH2:6][C:5]([NH2:9])=[N:4]2)[CH:16]=1

Participants

4

Reactant 1

HCID 58562961HCID 58562961, compound

Product 1

HCID 58562930HCID 58562930, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of (5R,6R)-6-fluoro-5-(2-fluoro-5-nitro-phenyl)-5-methyl-2,5,6,7-tetrahydro-1,4-oxazepin-3-ylamine (1.0 mmol) in ethanol (9 ml) and Pd/C (10%, 100 mg) was hydrogenated at 22° C. and atmospheric pressure for 2 h. The suspension was filtered and the residue evaporated to give (5R,6R)-5-(5-amino-2-fluoro-phenyl)-6-fluoro-5-methyl-2,5,6,7-tetrahydro-1,4-oxazepin-3-ylamine as a yellow solid. MS (ISP): m/z=256.3 [M+H]+.

Workup

  1. customwas hydrogenated at 22° C.
  2. filtrationThe suspension was filtered
  3. customthe residue evaporated

Sources & evidence

ORD record
ord-9bc7372c604e43eeb755bce6d4c54b4d
Source dataset
uspto-grants-2014_06
Patent number
US08748418B2

Reaction notes

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