Diisopropylethylamine → HCID 58673078, compound

HRID 1711731Notes

Reaction equation

HRID 1711731 reaction equation
[CH:1]([O:4][C:5]1[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:10][C:6]=1[C:7]([OH:9])=O)([CH3:3])[CH3:2].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.[NH:49]1[CH2:54][CH2:53][CH:52]([O:55][C:56]2[CH:61]=[CH:60][N:59]=[CH:58][CH:57]=2)[CH2:51][CH2:50]1>CN(C)C=O.C(#N)C.O>[CH:1]([O:4][C:5]1[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:10][C:6]=1[C:7]([N:59]1[CH2:60][CH2:61][CH:56]([O:55][C:52]2[CH:53]=[CH:54][N:49]=[CH:50][CH:51]=2)[CH2:57][CH2:58]1)=[O:9])([CH3:2])[CH3:3]

Participants

7

Reactant 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 51521554-(Piperidin-4-yloxy)pyridineHCID 211002372-Isopropoxy-5-methylsulfonylbenzoic acid

Product 1

HCID 58673078HCID 58673078, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 18373917Acetonitrile--water (1/1)Solvent

Procedure

To a solution of 0.19 mmol 2-isopropoxy-5-methanesulfonyl-benzoic acid (Example A1) in 1 ml N,N-dimethylformamide were added successively 0.29 mmol TBTU, 0.97 mmol N-ethyldiisopropylamine and 0.19 mmol 4-(piperidin-4-yloxy)-pyridine. The reaction mixture was stirred at RT for 16 h and then concentrated in vacuo. Reversed phase HPLC (acetonitrile/water) afforded the title compound as amorphous white solid (yield 75%). MS (m/e): 419.2 (M+H+, 100%).

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-40cb9db377bd4bd59d4432ac643f92ce
Source dataset
uspto-grants-2010_09
Patent number
US07790763B2

Reaction notes

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