Trifluoroacetic acid methylene chloride → HCID 18349199, compound

HRID 2268673Notes

Reaction equation

HRID 2268673 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].C(OC(=O)[N:14]([CH2:21][CH2:22][O:23][C:24]1[CH:29]=[C:28]([C:30](=[O:46])[N:31]([CH:43]([CH3:45])[CH3:44])[CH2:32][CH2:33][CH2:34][NH:35][S:36]([C:39]([F:42])([F:41])[F:40])(=[O:38])=[O:37])[CH:27]=[C:26]([Cl:47])[CH:25]=1)[C:15]1[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=1)(C)(C)C.ClCCl.FC(F)(F)C(O)=O>ClCCl>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[Cl:47][C:26]1[CH:27]=[C:28]([CH:29]=[C:24]([O:23][CH2:22][CH2:21][NH:14][C:15]2[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=2)[CH:25]=1)[C:30]([N:31]([CH:43]([CH3:44])[CH3:45])[CH2:32][CH2:33][CH2:34][NH:35][S:36]([C:39]([F:40])([F:42])[F:41])(=[O:37])=[O:38])=[O:46]

Participants

4

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 86757644HCID 86757644, compound

Product 1

HCID 18349199HCID 18349199, compoundYield 73.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of (2-{3-chloro-5-[isopropyl-(3-trifluoromethanesulfonylamino-propyl)-carbamoyl]-phenoxy}-ethyl)-pyridin-4-yl-carbamic acid tert-butyl ester trifluoroacetate (0.038 g) in dichloromethane (1 ml) was treated with dichloromethane:trifluoroacetic acid (1:1 v/v) (1 ml) stirred for 3 h at room temperature and concentrated under reduced pressure. The residue was subjected to preparative hplc to give the title compound (0.024 g) as an oil.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-674b82d5c3d04a328eef100f5e451bdd
Source dataset
uspto-grants-2001_12
Patent number
US06326386B1

Reaction notes

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