Potassium Carbonate → HCID 69415877, compound

HRID 347938Notes

Reaction equation

HRID 347938 reaction equation
[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10](I)=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[S:18]1[CH:22]=[CH:21][CH:20]=[C:19]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>[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([C:19]2[S:18][CH:22]=[CH:21][CH:20]=2)=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 27339602-Thiopheneboronic acidHCID 21084554HCID 21084554, compoundHCID 210845551-Benzyl-3-iodo-1H-indole

Product 1

HCID 69415877HCID 69415877, compoundYield 28%

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 1140TolueneSolvent

Procedure

N-Benzyl-3-iodoindole (2), 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 0.054 g (28%) of 4: 1H NMR (CDCl3): δ7.90–7.94 (m, 1H), 7.02–7.27 (m, 12H), 5.24 (s, 2H).

Workup

  1. customto react in the same manner

Sources & evidence

ORD record
ord-385bbefff2da4263b087cb54e2c0c0b4
Source dataset
uspto-grants-2007_02
Patent number
US07176230B2

Reaction notes

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