Water → HCID 18348867, compound

HRID 2268655Notes

Reaction equation

HRID 2268655 reaction equation
C(OC(=O)[N:7]([CH2:14][CH2:15][O:16][C:17]1[CH:22]=[C:21]([C:23](=[O:43])[N:24]([CH2:32][CH2:33][O:34][CH2:35][CH:36]2[CH2:40][O:39]C(C)(C)[O:37]2)[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[F:31])[CH:20]=[C:19]([Cl:44])[CH:18]=1)[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1)(C)(C)C.O.[F:47][C:48]([F:53])([F:52])[C:49]([OH:51])=[O:50]>ClCCl>[F:47][C:48]([F:53])([F:52])[C:49]([OH:51])=[O:50].[Cl:44][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]([CH2:32][CH2:33][O:34][CH2:35][CH:36]([OH:37])[CH2:40][OH:39])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[F:31])=[O:43]

Participants

5

Reactant 3

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 54386688HCID 54386688, compound

Product 1

HCID 18348867HCID 18348867, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of (2-{3-chloro-5-[[2-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-ethyl]-(2-fluoro-phenyl)-carbamoyl]-phenoxy}-ethyl)-pyridin-4-yl-carbamic acid tert-butyl ester (0.035 g) and water (0.010 ml) in mixture of trifluoroacetic acid (1 ml) and dichloromethane (1 ml) was stored at room temperature for 3 h and then the solvent removed under reduced pressure. The residue was subjected to preparative hplc to give the title compound (0.022 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-7731ad51d4aa41f2b3af28e791662342
Source dataset
uspto-grants-2001_12
Patent number
US06326386B1

Reaction notes

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