4-Bromobenzoic acid → HCID 178473958, compound

HRID 1637958Notes

Reaction equation

HRID 1637958 reaction equation
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][C:5]1=[O:13])(=[O:3])[CH3:2].[Br:14][C:15]1[CH:23]=[CH:22][C:18]([C:19](O)=[O:20])=[CH:17][CH:16]=1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C1C=CC2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C>CN(C=O)C>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6](=[C:19]([OH:20])[C:18]2[CH:22]=[CH:23][C:15]([Br:14])=[CH:16][CH:17]=2)[C:5]1=[O:13])(=[O:3])[CH3:2]

Participants

7

Reactant 5

HCID 114644-Bromobenzoic acidHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 3237191-Acetylindolin-2-oneHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

Product 1

HCID 178473958HCID 178473958, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Prepared analogously to Example 10(a) from 1-acetyl-2-indolinone and 4-bromo-benzoic acid in dry DMF in the presence of TBTU, HOBT and Hunig's base (20° C., overnight) and final purification by column chromatography on silica gel with CH2Cl2 /MeOH (20:1) as eluant.

Workup

  1. customfinal purification by column chromatography on silica gel with CH2Cl2 /MeOH (20:1) as eluant

Sources & evidence

ORD record
ord-b07f00e0798b480ba267bf6ac4a7fe33
Source dataset
uspto-grants-2000_03
Patent number
US06043254

Reaction notes

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