Water → HCID 18349084, compound

HRID 2268647Notes

Reaction equation

HRID 2268647 reaction equation
C(OC(=O)[N:7]([CH2:14][CH2:15][O:16][C:17]1[CH:22]=[C:21]([C:23](=[O:36])[N:24]([CH2:32][CH2:33][C:34]#[N:35])[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[F:31])[CH:20]=[C:19]([Cl:37])[CH:18]=1)[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1)(C)(C)C.[OH2:39].[F:40][C:41]([F:46])([F:45])[C:42]([OH:44])=[O:43]>ClCCl>[F:40][C:41]([F:46])([F:45])[C:42]([OH:44])=[O:43].[C:34]([CH2:33][CH2:32][N:24]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[F:31])[C:23](=[O:36])[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:37])[CH:20]=1)(=[O:39])[NH2:35]

Participants

5

Reactant 3

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 54064737HCID 54064737, compound

Product 1

HCID 18349084HCID 18349084, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of (2-{3-chloro-5-[(2-cyano-ethyl)-(2-fluoro-phenyl)-carbamoyl]-phenoxy}-ethyl)-pyridin-4-yl-carbamic acid tert-butyl ester (0.055 g) and water (0.020 ml) in a mixture of trifluoroacetic acid (1 ml) and dichloromethane (1 ml) was stirred at room temperature for 2 h and then the solvent removed under reduced pressure. The residue was purified by preparative hplc to give the title compound (0.035 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
  2. customThe residue was purified by preparative hplc

Sources & evidence

ORD record
ord-5143c71e79104e9e8c0387cfde99da57
Source dataset
uspto-grants-2001_12
Patent number
US06326386B1

Reaction notes

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