Trifluoroacetic acid → HCID 69949121, compound

HRID 2268638Notes

Reaction equation

HRID 2268638 reaction equation
[CH2:1]([O:3][C:4](=[O:40])[CH2:5][CH2:6][CH2:7][N:8]([C:14](=[O:39])[C:15]1[CH:20]=[C:19]([Cl:21])[CH:18]=[C:17]([O:22][CH2:23][CH2:24][N:25](C(OC(C)(C)C)=O)[C:26]2[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=2)[CH:16]=1)[CH:9]1[CH2:13][CH2:12][CH2:11][CH2:10]1)[CH3:2].[F:41][C:42]([F:47])([F:46])[C:43]([OH:45])=[O:44]>ClCCl>[F:41][C:42]([F:47])([F:46])[C:43]([OH:45])=[O:44].[CH2:1]([O:3][C:4](=[O:40])[CH2:5][CH2:6][CH2:7][N:8]([C:14](=[O:39])[C:15]1[CH:16]=[C:17]([O:22][CH2:23][CH2:24][NH:25][C:26]2[CH:27]=[CH:28][N:29]=[CH:30][CH:31]=2)[CH:18]=[C:19]([Cl:21])[CH:20]=1)[CH:9]1[CH2:10][CH2:11][CH2:12][CH2:13]1)[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 54359784HCID 54359784, compound

Product 1

HCID 69949121HCID 69949121, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of crude 4-({3-[2-(tert-butoxycarbonyl-pyridin-4-yl-amino)ethoxy]-5-chloro-benzoyl}-cyclopentyl-amino)-butyric acid ethyl ester (0.020 g) in a mixture of dichloromethane (1 ml) and trifluoroacetic acid (1 ml) was stored at room temperature for 2 h and then concentrated under reduced pressure. The residue was subjected to preparative hplc and the title compound (0.005 g) was obtained as a colourless gum by concentration of the required fraction under reduced pressure and drying by repetitive addition of acetonitrile and concentration under reduced pressure.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b1cbee2f4b5c4f6cbbf47b4c8894fa9c
Source dataset
uspto-grants-2001_12
Patent number
US06326386B1

Reaction notes

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