HCID 66773188, compound → HCID 59365194, compound

HRID 1645342Notes

Reaction equation

HRID 1645342 reaction equation
[C:1]([NH:5][C:6]([N:8]1[CH2:12][CH2:11][C@H:10]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][N:15]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([NH:5][C:6]([N:8]1[CH2:12][CH2:11][C@H:10]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([NH2:20])=[CH:16][N:15]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 66773188HCID 66773188, compound

Product 1

HCID 59365194HCID 59365194, compoundYield 95.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The above nitro compound (0.73 g) was suspended in methanol (100 mL) and 10% palladium on carbon was added. The mixture was hydrogenated at 45 psi for 4 hrs. The mixture was filtered and the filtrate was concentrated to give (S)-3-(5-amino-pyridin-2-ylamino)-pyrrolidine-1-carboxylic acid tert-butylamide (0.63 g) as a purple solid. LCMS for C14H23N5O calcd (m/e) 277, obsd 278 (M+H).

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-4dd23910d9664e94b8d9c9a39ed1ae9c
Source dataset
uspto-grants-2012_02
Patent number
US08124766B2

Reaction notes

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