Diisopropylethylamine → HCID 69038716, compound

HRID 1820817Notes

Reaction equation

HRID 1820817 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([O:12][CH:13]([CH3:15])[CH3:14])=[C:7]([CH:11]=1)[C:8]([OH:10])=O)#[N:2].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:47][C:48]([F:62])([F:61])[C:49]1[CH:54]=[CH:53][C:52]([N:55]2[CH2:60][CH2:59][NH:58][CH2:57][CH2:56]2)=[CH:51][CH:50]=1>C1COCC1>[CH:13]([O:12][C:6]1[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:11][C:7]=1[C:8]([N:58]1[CH2:57][CH2:56][N:55]([C:52]2[CH:51]=[CH:50][C:49]([C:48]([F:61])([F:62])[F:47])=[CH:54][CH:53]=2)[CH2:60][CH2:59]1)=[O:10])([CH3:15])[CH3:14]

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 1217181-(4-(Trifluoromethyl)phenyl)piperazineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 211002975-Cyano-2-isopropoxybenzoic acid2×

Product 1

HCID 69038716HCID 69038716, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3.6 mmol 5-cyano-2-isopropoxy-benzoic acid (compound 1.13) in 20 ml THF were added 4.0 mmol TBTU, 21.6 mmol N-ethyldiisopropylamine and 4.0 mmol 1-(4-trifluoromethyl-phenyl)-piperazine (commercial). The reaction was then stirred at RT for 16 h, concentrated in vacuo, and purified by chromatography on silica gel (eluant: ethyl acetate/heptane 1:1) to afford the title compound. MS (m/e): 418.3 (M+H+, 100%)

Workup

  1. concentrationconcentrated in vacuo
  2. custompurified by chromatography on silica gel (eluant: ethyl acetate/heptane 1:1)

Sources & evidence

ORD record
ord-fe85e85f505f41ba9657dc21048e04ed
Source dataset
uspto-grants-2009_10
Patent number
US07605163B2

Reaction notes

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