Trifluoroacetic acid → HCID 18348851, compound

HRID 2268660Notes

Reaction equation

HRID 2268660 reaction equation
C(OC(=O)[N:7]([CH2:14][CH2:15][O:16][C:17]1[CH:22]=[C:21]([C:23](=[O:34])[N:24]([CH2:30][CH2:31][C:32]#[N:33])[CH2:25][C:26]([CH3:29])([CH3:28])[CH3:27])[CH:20]=[C:19]([Cl:35])[CH:18]=1)[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1)(C)(C)C.[F:37][C:38]([F:43])([F:42])[C:39]([OH:41])=[O:40]>ClCCl>[F:37][C:38]([F:43])([F:42])[C:39]([OH:41])=[O:40].[C:32]([CH2:31][CH2:30][N:24]([CH2:25][C:26]([CH3:27])([CH3:29])[CH3:28])[C:23](=[O:34])[C:21]1[CH:22]=[C:17]([O:16][CH2:15][CH2:14][NH:7][C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)[CH:18]=[C:19]([Cl:35])[CH:20]=1)(=[O:40])[NH2:33]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 54407261HCID 54407261, compound

Product 1

HCID 18348851HCID 18348851, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of (2-{3-chloro-5-[(2-cyano-ethyl)-(2,2-dimethyl-propyl)-carbamoyl]-phenoxy}-ethyl)-pyridin-4-yl-carbamic acid tert-butyl ester (0.052 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 (0.02 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-7ca936b4adb64713981de0e8cd4ec078
Source dataset
uspto-grants-2001_12
Patent number
US06326386B1

Reaction notes

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