Trifluoroacetic acid → HCID 18348845, compound

HRID 2268661Notes

Reaction equation

HRID 2268661 reaction equation
C(OC(=O)[N:7]([CH2:14][CH2:15][O:16][C:17]1[CH:22]=[C:21]([C:23](=[O:32])[N:24]([CH2:28][CH2:29][C:30]#[N:31])[CH:25]([CH3:27])[CH3:26])[CH:20]=[C:19]([Cl:33])[CH:18]=1)[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1)(C)(C)C.[F:35][C:36]([F:41])([F:40])[C:37]([OH:39])=[O:38]>ClCCl>[F:35][C:36]([F:41])([F:40])[C:37]([OH:39])=[O:38].[C:30]([CH2:29][CH2:28][N:24]([CH:25]([CH3:27])[CH3:26])[C:23](=[O:32])[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:33])[CH:20]=1)(=[O:38])[NH2:31]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 54281942HCID 54281942, compound

Product 1

HCID 18348845HCID 18348845, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of (2-{3-chloro-5-[(2-cyano-ethyl)-isopropyl-carbamoyl]-phenoxy}-ethyl)-pyridin-4-yl-carbamic acid tert-butyl ester (0.071 g) in a mixture of dichloromethane (4 ml) and trifluoroacetic acid (1 ml) was stored at room temperature for 12 h and then concentrated under reduced pressure. The residue was subjected to preparative hplc and the title compound (0.045 g) was obtained as a yellow 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-b1cf83d163e64b3ab8e423f15eb82847
Source dataset
uspto-grants-2001_12
Patent number
US06326386B1

Reaction notes

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