HCID 58930691, compound → HCID 135989910, compound

HRID 416230Notes

Reaction equation

HRID 416230 reaction equation
[CH3:1][O:2][C:3](=[O:33])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][NH:11][C:12]2[N:17]=[C:16]([C:18]3[CH:23]=[CH:22][C:21]([O:24]CC4C=CC=CC=4)=[C:20]([F:32])[CH:19]=3)[CH:15]=[CH:14][N:13]=2)=[CH:6][CH:5]=1>CCOC(C)=O.[Pd]>[F:32][C:20]1[CH:19]=[C:18]([C:16]2[CH:15]=[CH:14][N:13]=[C:12]([NH:11][CH2:10][C:7]3[CH:8]=[CH:9][C:4]([C:3]([O:2][CH3:1])=[O:33])=[CH:5][CH:6]=3)[N:17]=2)[CH:23]=[CH:22][C:21]=1[OH:24]

Participants

4

Reactant 1

HCID 58930691HCID 58930691, compound

Product 1

HCID 135989910HCID 135989910, compoundYield 59.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a degassed solution of 38 (950 mg, 2.14 mmol) in EtOAc (100 mL) at room temperature under N2 was added 10% Pd/C (220 mg, 0.21 mmol). The mixture was hydrogenated for 5 days (1 atm, balloon), filtered through a celite pad, rinsed with MeOH and EtOAc and the filtrate was concentrated to afford the title compound 39 (450 mg, 1.27 mmol, 59% yield).

Workup

  1. filtration(1 atm, balloon), filtered through a celite pad
  2. washrinsed with MeOH and EtOAc
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-b841be3413c3440c880012dbe4408b38
Source dataset
uspto-grants-2012_01
Patent number
US08088805B2

Reaction notes

Loading…