Hydrochloric Acid → HCID 11641840, compound

HRID 735410Notes

Reaction equation

HRID 735410 reaction equation
[CH2:1]([N:8]1[C:16]([C:17]2[CH:22]=[CH:21][C:20](Br)=[CH:19][CH:18]=2)=[C:15]2[C:10]([C:11]([C:24]([F:27])([F:26])[F:25])=[CH:12][CH:13]=[CH:14]2)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br-].[CH3:29][O:30][C:31]([C:33]1[CH:34]=[C:35]([CH:38]=[CH:39][CH:40]=1)[CH2:36][Zn+])=[O:32].Cl.ClCCl>C1COCC1>[CH3:29][O:30][C:31](=[O:32])[C:33]1[CH:40]=[CH:39][CH:38]=[C:35]([CH2:36][C:20]2[CH:21]=[CH:22][C:17]([C:16]3[N:8]([CH2:1][C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)[N:9]=[C:10]4[C:15]=3[CH:14]=[CH:13][CH:12]=[C:11]4[C:24]([F:26])([F:27])[F:25])=[CH:18][CH:19]=2)[CH:34]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 670210292-Benzyl-3-(4-bromo-phenyl)-7-trifluoromethyl-2H-indazoleHCID 178497761HCID 178497761, compound

Product 1

HCID 11641840HCID 11641840, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

2-Benzyl-3-(4-bromo-phenyl)-7-trifluoromethyl-2H-indazole (43 mg, 0.1 mmol) and 4 mg of bis[triphenylphosphine]palladium(II) chloride were dissolved in THF. After 5 minutes, 0.4 ml of a 0.5M solution of 3-(methoxycarbonyl)-benzylzinc bromide in THF (0.2 mmol) were added and the reaction mixture was stirred at room temperature overnight. 1M HCl-solution and dichloromethane were added, and the phases were separated. The resulting product was obtained after flash chromatographic purification using n-heptane/ethyl acetate, 90:10, as eluent. Yield: 47 mg.

Workup

  1. customthe phases were separated
  2. customThe resulting product was obtained
  3. customafter flash chromatographic purification

Sources & evidence

ORD record
ord-f2a45e7c95624f07954c6e8ceb25976c
Source dataset
uspto-grants-2009_09
Patent number
US07592363B2

Reaction notes

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