Trifluoroacetic acid → HCID 18349099, compound

HRID 2268662Notes

Reaction equation

HRID 2268662 reaction equation
C(OC(=O)[N:7]([CH2:14][CH2:15][O:16][C:17]1[CH:22]=[C:21]([C:23](=[O:33])[N:24]([CH2:29][CH2:30][C:31]#[N:32])[CH2:25][CH:26]([CH3:28])[CH3:27])[CH:20]=[C:19]([Cl:34])[CH:18]=1)[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1)(C)(C)C.[F:36][C:37]([F:42])([F:41])[C:38]([OH:40])=[O:39]>ClCCl>[F:36][C:37]([F:42])([F:41])[C:38]([OH:40])=[O:39].[C:31]([CH2:30][CH2:29][N:24]([CH2:25][CH:26]([CH3:28])[CH3:27])[C:23](=[O:33])[C:21]1[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]=[C:19]([Cl:34])[CH:20]=1)(=[O:39])[NH2:32]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 54045606HCID 54045606, compound

Product 1

HCID 18349099HCID 18349099, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of (2-{3-chloro-5-[(2-cyano-ethyl)-isobutyl-carbamoyl]-phenoxy}ethyl)-pyridin-4-yl-carbamic acid tert-butyl ester (0.059 g) in a mixture of dichloromethane (5 ml) and trifluoroacetic acid (2 ml) was stored at room temperature for 18 h and then concentrated under reduced pressure. The residue was subjected to preparative hplc and the title compound (0.047 g) was obtained as a colourless oil 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-e58afacdc7244f91af1d68942625f2a4
Source dataset
uspto-grants-2001_12
Patent number
US06326386B1

Reaction notes

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