HCID 15840343, compound → HCID 15840344, compound

HRID 990811Notes

Reaction equation

HRID 990811 reaction equation
I[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][N:3]=1.[O:11]1[CH2:16][CH2:15][CH2:14][O:13][CH:12]1[C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([Sn](C)(C)C)[N:18]=1>CN(C=O)C.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>[O:11]1[CH2:16][CH2:15][CH2:14][O:13][CH:12]1[C:17]1[N:18]=[C:19]([C:2]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[NH:4][N:3]=2)[CH:20]=[CH:21][CH:22]=1

Participants

5

Reactant 2

HCID 15840343HCID 15840343, compoundHCID 178506566HCID 178506566, compound

Product 1

HCID 15840344HCID 15840344, compound

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 6228DimethylformamideSolvent

Procedure

60 mg of Pd(PPh3)4 are added to 0.82 g (3.35 mmol) of 3-iodoindazole in 10 ml of DMF at room temperature under argon, and the mixture is stirred for 15 minutes. 1.1 g (3.35 mmol) of 2-(1,3-dioxan-2-yl)-6-trimethylstannylpyridine are added and the mixture is stirred at 100° C. for 4 hours. It is then evaporated in vacuo and the residue is chromatographed over silica gel. 300 mg (32% of theory) of an oil are obtained.

Workup

  1. stirringthe mixture is stirred at 100° C. for 4 hours
  2. customIt is then evaporated in vacuo
  3. customthe residue is chromatographed over silica gel
  4. custom300 mg (32% of theory) of an oil are obtained

Sources & evidence

ORD record
ord-1ee615acec9b4eeba55e00e56061e14c
Source dataset
uspto-grants-2002_10
Patent number
US06462068B1

Reaction notes

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