Diisopropylethylamine → HCID 57559159, compound

HRID 1723643Notes

Reaction equation

HRID 1723643 reaction equation
[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([O:14][CH2:15][C:16]([F:19])([F:18])[F:17])=[C:9]([CH:13]=1)[C:10]([OH:12])=O)(=[O:4])=[O:3].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(C(C)C)C(C)C)C.[F:51][C:52]([F:66])([F:65])[C:53]1[CH:58]=[CH:57][C:56]([C:59]2[CH2:60][CH2:61][NH:62][CH2:63][CH:64]=2)=[CH:55][CH:54]=1>CN(C)C=O>[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([O:14][CH2:15][C:16]([F:19])([F:18])[F:17])=[C:9]([C:10]([N:62]2[CH2:61][CH:60]=[C:59]([C:56]3[CH:57]=[CH:58][C:53]([C:52]([F:51])([F:65])[F:66])=[CH:54][CH:55]=3)[CH2:64][CH2:63]2)=[O:12])[CH:13]=1)(=[O:3])=[O:4]

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 12440708Pyridine, 1,2,3,6-tetrahydro-4-[4-(trifluoromethyl)phenyl]-HCID 211003125-Methanesulfonyl-2-(2,2,2-trifluoro-ethoxy)-benzoic acid

Product 1

HCID 57559159HCID 57559159, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 0.17 mmol 5-methanesulfonyl-2-(2,2,2-trifluoro-ethoxy)-benzoic acid in 0.75 ml dimethylformamide, 0.19 mmol TBTU, 0.855 mmol N-ethyldiisopropylamine and 0.205 mmol 4-(4-trifluoromethyl-phenyl)-1,2,3,6-tetrahydro-pyridine were successively added. The reaction was then stirred at RT for 45 min., concentrated in vacuo and purified by column chromatography (SiO2, 10 g, heptane, ethylacetate 0 to 100%), to give the title compound. MS (m/e): 508.6 (MH+, 100%)

Workup

  1. concentrationconcentrated in vacuo
  2. custompurified by column chromatography (SiO2, 10 g, heptane, ethylacetate 0 to 100%)

Sources & evidence

ORD record
ord-a34d60c3c9974d9c9c4c246be92744d3
Source dataset
uspto-grants-2009_02
Patent number
US07485637B2

Reaction notes

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