HCID 140520631, compound → HCID 87503069, compound

HRID 639126Notes

Reaction equation

HRID 639126 reaction equation
[F:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1[CH2:12][CH2:13][N:14]1[CH2:18]/[C:17](=[N:19]\[OH:20])/[C@H:16]([CH2:21][NH:22]C(=O)OCC3C=CC=CC=3)[CH2:15]1)=[N:9][C:8]([O:33][CH3:34])=[CH:7][CH:6]=2>[Pd].CO.C1COCC1>[NH2:22][CH2:21][C@@H:16]1[CH2:15][N:14]([CH2:13][CH2:12][C:11]2[C:10]3[C:5](=[CH:6][CH:7]=[C:8]([O:33][CH3:34])[N:9]=3)[N:4]=[CH:3][C:2]=2[F:1])[CH2:18]/[C:17]/1=[N:19]\[OH:20]

Participants

4

Reactant 1

HCID 140520631HCID 140520631, compound

Product 1

HCID 87503069HCID 87503069, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

Phenylmethyl {[(3R,4Z)-1-{2-[3-fluoro-6-(methyloxy)-1,5-naphthyridin-4-yl]ethyl}-4-(hydroxyimino)-3-pyrrolidinyl]methyl}carbamate (0.180 g, 0.39 mmol) was dissolved in 1:1 (MeOH/THF) (10 mL). Catalytic 10% Palladium on carbon was added and the solution subjected to H at 55 PSI on a Parr shaker for 6 hours. The solution was filtered through a pad of celite and concentrated under reduced pressure. (0.174 g, quant.) LCMS: m/z 334.4 (MH+).

Workup

  1. filtrationThe solution was filtered through a pad of celite
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-70a7f37a99214cfc95609f513eaf8683
Source dataset
uspto-grants-2010_04
Patent number
US07691850B2

Reaction notes

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