HCID 66970400, compound → HCID 58396382, compound

HRID 1361605Notes

Reaction equation

HRID 1361605 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:21]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:23]=1)[O:7][CH2:8][C@@H:9]1[CH2:13][CH2:12][CH2:11][N:10]1[C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])([O-])=O>CCO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:21]=[C:22]([C:24]([F:27])([F:25])[F:26])[CH:23]=1)[O:7][CH2:8][C@@H:9]1[CH2:13][CH2:12][CH2:11][N:10]1[C:14]([O:16][C:17]([CH3:19])([CH3:20])[CH3:18])=[O:15]

Participants

4

Reactant 1

HCID 66970400HCID 66970400, compound

Product 1

HCID 58396382HCID 58396382, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of (S)-tert-butyl 2-((3-nitro-5-(trifluoromethyl)phenoxy)methyl)pyrrolidine-1-carboxylate (2.0 g, 5.1 mmol) and Pd/C (10%, 150 mg) in EtOH (30 ml) was stirred under H2 (1 atm) for 5 hr. The mixture was filtered through Celite and washed with MeOH. Evaporation of solvent gave the title product as a light amber oil. MS m/z=361 [M+H]+. Calc'd for C17H23F3N2O3: 360.38.

Workup

  1. filtrationThe mixture was filtered through Celite
  2. washwashed with MeOH
  3. customEvaporation of solvent

Sources & evidence

ORD record
ord-555ecc4f97c84d78b38db2f3954302af
Source dataset
uspto-grants-2011_02
Patent number
US07880000B2

Reaction notes

Loading…