Trifluoroacetic acid → HCID 18349034, compound

HRID 2268635Notes

Reaction equation

HRID 2268635 reaction equation
C(OC(=O)[N:7]([CH2:14][CH2:15][O:16][C:17]1[CH:22]=[C:21]([C:23](=[O:35])[N:24]([CH:30]2[CH2:34][CH2:33][CH2:32][CH2:31]2)[CH2:25][CH:26]([OH:29])[CH2:27][OH:28])[CH:20]=[C:19]([Cl:36])[CH:18]=1)[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1)(C)(C)C.[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].[Cl:36][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]([CH:30]1[CH2:31][CH2:32][CH2:33][CH2:34]1)[CH2:25][CH:26]([OH:29])[CH2:27][OH:28])=[O:35]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 54438689HCID 54438689, compound

Product 1

HCID 18349034HCID 18349034, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of crude (2-{3-chloro-5-[cyclopentyl-(2,3-dihydroxy-propyl)-carbamoyl]-phenoxy}-ethyl)-pyridin-4-yl-carbamic acid tert-butyl ester (0.044 g) in a mixture of dichloromethane (1 ml) and trifluoroacetic acid (1 ml) was stored at room temperature for 1 h and then concentrated under reduced pressure. The residue was subjected to preparative hplc and the title compound (0.007 g) was obtained 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. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ffde683d598841b9ad1442f0828c4c60
Source dataset
uspto-grants-2001_12
Patent number
US06326386B1

Reaction notes

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