HCID 67296396, compound → HCID 67296053, compound

HRID 2276851Notes

Reaction equation

HRID 2276851 reaction equation
[C:1]1([C@H:11]([NH:13][C@H:14]2[CH2:18][CH2:17][C@@H:16]([C:19]3[CH:24]=[CH:23][C:22]([N+:25]([O-])=O)=[CH:21][CH:20]=3)[CH2:15]2)[CH3:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[H][H]>C(OCC)(=O)C.[C].[Pd]>[C:1]1([C@H:11]([NH:13][C@H:14]2[CH2:18][CH2:17][C@@H:16]([C:19]3[CH:20]=[CH:21][C:22]([NH2:25])=[CH:23][CH:24]=3)[CH2:15]2)[CH3:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 67296396HCID 67296396, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67296053HCID 67296053, compoundYield 99.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

(1S,3R)-N-[(1R)-1-(Naphthalen-1-yl)ethyl]-3-(4-nitrophenyl)cyclopentanamine 0.99 g (2.71 mmol) was dissolved in 2 mL of ethyl acetate, followed by addition of 0.20 g of 10% palladium-carbon catalyst, and the mixture was subjected to catalytic hydrogen reduction for 1.5 hours at room temperature. The reaction solution was filtered, and the filtrate was concentrated to give the title compound (0.89 g, 97%).

Workup

  1. filtrationThe reaction solution was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-da1ae5fc268b484ca63187cccf515e54
Source dataset
uspto-grants-2015_09
Patent number
US09133140B2

Reaction notes

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