Trifluoroacetic acid methylene chloride → HCID 18348978, compound

HRID 2268674Notes

Reaction equation

HRID 2268674 reaction equation
C(OC(=O)[N:7]([CH2:14][CH2:15][O:16][C:17]1[CH:22]=[C:21]([C:23]([N:25]2[CH:29]([CH3:30])[CH2:28][CH2:27][CH:26]2[CH3:31])=[O:24])[CH:20]=[C:19]([Cl:32])[CH:18]=1)[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1)(C)(C)C.ClCCl.[F:37][C:38]([F:43])([F:42])[C:39]([OH:41])=[O:40]>ClCCl>[F:37][C:38]([F:43])([F:42])[C:39]([OH:41])=[O:40].[Cl:32][C:19]1[CH:20]=[C:21]([C:23]([N:25]2[CH:29]([CH3:30])[CH2:28][CH2:27][CH:26]2[CH3:31])=[O:24])[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

Participants

4

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 53717156HCID 53717156, compound

Product 1

HCID 18348978HCID 18348978, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of {2-[3-chloro-5-(2,5-dimethyl-pyrrolidine-1-carbonyl)-phenoxy]-ethyl}-pyridin-4-yl-carbamic acid tert-butyl ester (0.260 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 taken up into ethyl acetate and filtered through silica (50 g) to give the title compound (0.102 g) as an oil.

Workup

  1. concentrationconcentrated under reduced pressure
  2. filtrationfiltered through silica (50 g)

Sources & evidence

ORD record
ord-6f111189b658460590167a5ad0bb1ba6
Source dataset
uspto-grants-2001_12
Patent number
US06326386B1

Reaction notes

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