Toluene → HCID 86631061, compound

HRID 38278Notes

Reaction equation

HRID 38278 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:24][CH2:25][C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])=[C:6]([CH2:8][N:9]2[CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[C@@H:11]([CH2:22][CH3:23])[CH2:10]2)[CH:7]=1.[F:33][C:34]([F:39])([F:38])[C:35]([OH:37])=[O:36].C1(C)C=CC=CC=1>ClCCl>[F:33][C:34]([F:39])([F:38])[C:35]([OH:37])=[O:36].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:24][CH2:25][C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])=[C:6]([CH2:8][N:9]2[CH2:14][CH2:13][NH:12][C@@H:11]([CH2:22][CH3:23])[CH2:10]2)[CH:7]=1

Participants

5

Reactant 3

HCID 1140TolueneHCID 6422Trifluoroacetic acidHCID 86631063(2S)-4-[[5-chloro-2-[2-(1,1-dimethylethoxy)-2-oxoethoxy]phenyl]methyl]-2-ethyl-1-piperazinecarboxylic Acid, 1,1-Dimethylethyl Ester

Product 1

HCID 86631061HCID 86631061, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the product from example 69 part e) (2 g) in dichloromethane (100 ml) was added trifluoroacetic acid (100 ml). The mixture was stirred at RT for 24 h. Toluene (100 ml) was added and reaction was concentrated (bath temp <40° C.) in vacuo to give the sub-titled compound as a yellow oil (3.10 g).

Workup

  1. customreaction
  2. concentrationwas concentrated (bath temp <40° C.) in vacuo

Sources & evidence

ORD record
ord-8fbf0b57f1e3419084f20b26f3e4e81f
Source dataset
uspto-grants-2013_09
Patent number
US08524715B2

Reaction notes

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