3-Cyanobenzoic acid → HCID 178473963, compound

HRID 1637955Notes

Reaction equation

HRID 1637955 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].[C:14]([C:16]1[CH:17]=[C:18]([CH:22]=[CH:23][CH:24]=1)[C:19](O)=[O:20])#[N:15].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C1C=CC2N(O)N=NC=2C=1>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][CH:24]=[C:16]([C:14]#[N:15])[CH:17]=2)[C:5]1=[O:13])(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 158753-Cyanobenzoic acidHCID 757711-HydroxybenzotriazoleHCID 3237191-Acetylindolin-2-oneHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

Product 1

HCID 178473963HCID 178473963, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Prepared from 1-acetyl-2-indolinone and 3-cyano-benzoic acid in dry DMF in the presence of TBTU, HOBT and Huinig's base (35° C., for 2 hours) and final purification by column chromatography on silica gel with CH2Cl2 /MeOH (10:1) as eluant.

Workup

  1. customfinal purification by column chromatography on silica gel with CH2Cl2 /MeOH (10:1) as eluant

Sources & evidence

ORD record
ord-6b72475628b84da6a691c25f36351b05
Source dataset
uspto-grants-2000_03
Patent number
US06043254

Reaction notes

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