Potassium Carbonate → HCID 69413661, compound

HRID 347939Notes

Reaction equation

HRID 347939 reaction equation
[C:1]1([S:7]([N:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12](I)=[CH:11]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[O:20]1[CH:24]=[CH:23][CH:22]=[C:21]1B(O)O.C([O-])([O-])=O.[K+].[K+].C(N1C2C(=CC=CC=2)C=C1C1C=COC=1)C1C=CC=CC=1>C1(C)C=CC=CC=1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:1]1([S:7]([N:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=[C:11]2[C:22]2[CH:23]=[CH:24][O:20][CH:21]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 2734357Furan-2-boronic acidHCID 109270773-Iodo-1-(phenylsulfonyl)indoleHCID 21084554HCID 21084554, compound

Product 1

HCID 69413661HCID 69413661, compoundYield 69%

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 1140TolueneSolvent

Procedure

N-Benzenesulfonyl-3-iodoindole (11), 2-furanboronic acid, Pd(PPh3)4 and K2CO3 in toluene are allowed to react in the same manner as described in the preparation of compound 3 to give 0.29 g (69%) of 12: 1H NMR (CDCl3): δ8.04 (d, 1H, J=7.53 Hz), 7.87–7.93 (m, 3H), 7.26–7.57 (m, 7H), 6.66 (d, 1H, J=3.23 Hz), 6.50–6.52 (m, 1H).

Workup

  1. customto react in the same manner

Sources & evidence

ORD record
ord-395af6d78252498890f31adbab111ed2
Source dataset
uspto-grants-2007_02
Patent number
US07176230B2

Reaction notes

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