Methanol → HCID 68742534, compound

HRID 2093609Notes

Reaction equation

HRID 2093609 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:32]([CH3:34])[CH3:33])[C:6]2[O:10][C:9]([C:11]3[CH:30]=[CH:29][C:14]([C:15]([NH:17][CH2:18]OC(N4CCCOCC4)=O)=[O:16])=[CH:13][CH:12]=3)=[N:8][C:7]=2[CH:31]=1)#[N:2].[CH3:35][OH:36]>[Pd]>[C:1]([C:3]1[CH:4]=[C:5]([CH:32]([CH3:34])[CH3:33])[C:6]2[O:10][C:9]([C:11]3[CH:12]=[CH:13][C:14]([C:15]([NH:17][CH2:18][C@H:5]4[O:36][CH2:35][CH2:9][NH:8][CH2:7][CH2:6]4)=[O:16])=[CH:29][CH:30]=3)=[N:8][C:7]=2[CH:31]=1)#[N:2]

Participants

4

Reactant 2

HCID 887MethanolHCID 86647807HCID 86647807, compound

Product 1

HCID 68742534HCID 68742534, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

To a solution of benzyl(7S)-7-({[4-(5-cyano-7-isopropyl-1,3-benzoxazol-2-yl)benzoyl]amino}methyl-1,4-oxazepane-4-carboxylate (211 mg) in 30 ml methanol was added 10% palladium on carbon (40 mg). The mixture was stirred under an atmosphere of hydrogen (via balloon) overnight at room temperature. The mixture was then filtered through a small plug of Celite and concentrated in vacuo to provide the title compound (133 mg, 83%). Mass spectrum (ESI) 419.3 (M+1).

Workup

  1. filtrationThe mixture was then filtered through a small plug of Celite
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-eba85de8d299404e94f4239c1244a6a4
Source dataset
uspto-grants-2013_05
Patent number
US08445480B2

Reaction notes

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