Trifluoroacetic acid methylene chloride → HCID 18349205, compound

HRID 2268672Notes

Reaction equation

HRID 2268672 reaction equation
C(OC(=O)[N:7]([CH2:14][CH2:15][O:16][C:17]1[CH:22]=[C:21]([Cl:23])[CH:20]=[C:19]([C:24](=[O:33])[N:25]([CH2:29][CH2:30][CH2:31][NH2:32])[CH:26]([CH3:28])[CH3:27])[CH:18]=1)[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1)(C)(C)C.ClCCl.[F:38][C:39]([F:44])([F:43])[C:40]([OH:42])=[O:41]>ClCCl>[F:38][C:39]([F:44])([F:43])[C:40]([OH:42])=[O:41].[F:38][C:39]([F:44])([F:43])[C:40]([OH:42])=[O:41].[NH2:32][CH2:31][CH2:30][CH2:29][N:25]([CH:26]([CH3:28])[CH3:27])[C:24](=[O:33])[C:19]1[CH:18]=[C:17]([O:16][CH2:15][CH2:14][NH:7][C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)[CH:22]=[C:21]([Cl:23])[CH:20]=1

Participants

4

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 54182718HCID 54182718, compound

Product 1

HCID 18349205HCID 18349205, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of (2-{3-[(3-amino-propyl)-isopropyl-carbamoyl]-5-chloro-phenoxy}-ethyl)-pyridin-4-yl-carbamic acid tert-butyl ester (0.025 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 (0.018 g) as a light brown oil.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-139ac19dca9c4def921e2924e874312c
Source dataset
uspto-grants-2001_12
Patent number
US06326386B1

Reaction notes

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