Trifluoroacetic acid → HCID 18349079, compound

HRID 2268654Notes

Reaction equation

HRID 2268654 reaction equation
C(OC(=O)[N:7]([CH2:14][CH2:15][O:16][C:17]1[CH:22]=[C:21]([C:23](=[O:42])[N:24]([CH2:31][CH2:32][O:33][CH2:34][CH:35]2[CH2:39][O:38]C(C)(C)[O:36]2)[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:20]=[C:19]([Cl:43])[CH:18]=1)[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1)(C)(C)C.[F:45][C:46]([F:51])([F:50])[C:47]([OH:49])=[O:48]>ClCCl>[F:45][C:46]([F:51])([F:50])[C:47]([OH:49])=[O:48].[Cl:43][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]([CH2:31][CH2:32][O:33][CH2:34][CH:35]([OH:36])[CH2:39][OH:38])[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)=[O:42]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69948454HCID 69948454, compound

Product 1

HCID 18349079HCID 18349079, 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]-phenyl-carbamoyl}-phenoxy)-ethyl]-pyridin-4-yl-carbamic acid tert-butyl ester (0.037 g) 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 (0.010 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-d1b071d982384041a391b2ec34b37f89
Source dataset
uspto-grants-2001_12
Patent number
US06326386B1

Reaction notes

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