Trifluoroacetic acid → HCID 18348902, compound

HRID 2268651Notes

Reaction equation

HRID 2268651 reaction equation
C(OC(=O)[N:7]([CH2:14][CH2:15][O:16][C:17]1[CH:22]=[C:21]([C:23](=[O:42])[N:24]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=2[F:41])[CH2:25][CH2:26][CH2:27][C:28](=[O:34])[N:29]2[CH2:33][CH2:32][CH2:31][CH2:30]2)[CH:20]=[C:19]([Cl:43])[CH:18]=1)[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1)(C)(C)C.[F:45][C:46]([F:51])([F:50])[C:47]([OH:49])=[O:48]>ClCCl>[F:45][C:46]([F:51])([F:50])[C:47]([OH:49])=[O:48].[Cl:43][C:19]1[CH:20]=[C:21]([CH:22]=[C:17]([O:16][CH2:15][CH2:14][NH:7][C:8]2[CH:9]=[CH:10][N:11]=[CH:12][CH:13]=2)[CH:18]=1)[C:23]([N:24]([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=1[F:41])[CH2:25][CH2:26][CH2:27][C:28](=[O:34])[N:29]1[CH2:30][CH2:31][CH2:32][CH2:33]1)=[O:42]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 54085301HCID 54085301, compound

Product 1

HCID 18348902HCID 18348902, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of (2-{3-chloro-5-[(2-fluoro-phenyl)-(4-oxo-4-pyrrolidin-1-yl-butyl)-carbamoyl]-phenoxy}-ethyl)-pyridin-4-yl-carbamic acid tert-butyl ester (0.025 g) in mixture of trifluoroacetic acid (1 ml) and dichloromethane (1 ml) was stored at room temperature for 1 h and then the solvent removed under reduced pressure. The residue was subjected to preparative hplc to give the title compound (0.024 g) 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. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-9e259e55183f4191903414d0d8807cb7
Source dataset
uspto-grants-2001_12
Patent number
US06326386B1

Reaction notes

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