Potassium Carbonate → HCID 10569099, compound

HRID 347940Notes

Reaction equation

HRID 347940 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.[S: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][S: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 27339602-Thiopheneboronic acidHCID 109270773-Iodo-1-(phenylsulfonyl)indoleHCID 21084554HCID 21084554, compound

Product 1

HCID 10569099HCID 10569099, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 1140TolueneSolvent

Procedure

N-Benzenesulfonyl-3-iodoindole (11), 2-thiopheneboronic 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 0.33 g (75%) of 13: 1H NMR (CDCl3): δ7.97 (d, 1H, J=8.16 Hz), 7.79–7.16 (m, 3H), 7.70 (s, 1H), 7.18–7.46 (m, 7H), 7.03–7.08 (m, 1H).

Workup

  1. customto react in the same manner

Sources & evidence

ORD record
ord-a7c470acbed64a51843fdc016e3eef65
Source dataset
uspto-grants-2007_02
Patent number
US07176230B2

Reaction notes

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