HCID 57995609, compound → HCID 57995478, compound

HRID 1183681Notes

Reaction equation

HRID 1183681 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([C:15]3([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:19][CH2:18][CH2:17][CH2:16]3)[CH:9]=[CH:10][C:11]=2[N+:12]([O-])=O)[CH2:3][CH2:2]1>CO>[NH2:12][C:11]1[CH:10]=[CH:9][C:8]([C:15]2([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:19][CH2:18][CH2:17][CH2:16]2)=[CH:7][C:6]=1[O:5][CH2:4][CH:1]1[CH2:2][CH2:3]1

Participants

3

Reactant 1

HCID 57995609HCID 57995609, compound

Product 1

HCID 57995478HCID 57995478, compoundYield 82.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of ethyl 1-(3-(cyclopropylmethoxy)-4-nitrophenyl)cyclopentanecarboxylate (10 g), in dry MeOH (100 mL) Pd (OH)2 (2 g) was added and the mixture was reduced under an atmosphere of H2 for 6 h at room temperature. The mixture was filtered through a pad of Celite™, washing with MeOH. The combined filtrates were concentrated under reduced pressure to yield ethyl 1-(4-amino-3-(cyclopropylmethoxy)phenyl)cyclopentanecarboxylate (7.5 g) as a thick liquid.

Workup

  1. filtrationThe mixture was filtered through a pad of Celite™
  2. washwashing with MeOH
  3. concentrationThe combined filtrates were concentrated under reduced pressure

Sources & evidence

ORD record
ord-c8ebbb95c8264182a6ddff121f836835
Source dataset
uspto-grants-2014_03
Patent number
US08664249B2

Reaction notes

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