HCID 178420354, compound → HCID 178511718, compound

HRID 1403127Notes

Reaction equation

HRID 1403127 reaction equation
C([N:8](CC1C=CC=CC=1)[C@H:9]1[CH2:14][CH2:13][C@H:12]([O:15][CH2:16][CH2:17][CH2:18][N:19]2[CH2:23][CH2:22][CH2:21][CH2:20]2)[CH2:11][CH2:10]1)C1C=CC=CC=1>C(O)C.[OH-].[OH-].[Pd+2]>[N:19]1([CH2:18][CH2:17][CH2:16][O:15][C@H:12]2[CH2:11][CH2:10][C@H:9]([NH2:8])[CH2:14][CH2:13]2)[CH2:23][CH2:22][CH2:21][CH2:20]1

Participants

4

Reactant 1

HCID 178420354HCID 178420354, compound

Product 1

HCID 178511718HCID 178511718, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

trans-N,N-Dibenzyl-4-[3-(pyrrolidin-1-yl)propoxy]cyclohexanamine (115 mg) was dissolved in ethanol (2.3 ml), and 20% palladium hydroxide/carbon 50% wet (20 mg) was added thereto, followed by catalytic reduction at room temperature for 4 hours at 3 atm under a hydrogen atmosphere. The catalyst was removed by filtration after nitrogen substitution, and then concentrated under reduced pressure to obtain trans-4-[3-(pyrrolidin-1-yl)propoxy]cyclohexanamine (48 mg).

Workup

  1. customThe catalyst was removed by filtration after nitrogen substitution
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-35b45517f687422db4c97839d883251e
Source dataset
uspto-grants-2014_12
Patent number
US08912180B2

Reaction notes

Loading…