Dichloromethane → HCID 69429433, compound

HRID 1295026Notes

Reaction equation

HRID 1295026 reaction equation
Cl[C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=1)=[N:5][N:6]2[CH2:11][CH2:12][CH3:13].[S:22]1[CH:26]=CC(B(O)O)=C1.C(N(C(C)C)CC)(C)C.C(Cl)[Cl:40]>C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[Cl:40][C:8]1[CH:9]=[CH:10][CH:2]=[C:3]2[C:7]=1[N:6]([C:11]1[CH:12]=[CH:13][S:22][CH:26]=1)[N:5]=[C:4]2[C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 81531DiisopropylethylamineHCID 581760Thiophene-3-boronic acidHCID 86594063HCID 86594063, compound

Product 1

HCID 69429433HCID 69429433, compound

Reagents, catalysts & solvents 1

HCID 8895Cupric acetateCatalyst

Procedure

A mixture of -chloro-3-(4-methoxyphenyl)-1-propyl-1H-indazole (1.0 g, 3.93 mmol), 3-thienylboronic acid (1.0 g, 7.8 mmol), anhydrous copper(II)acetate (0.71 g, 3.9 mmol) and diisopropylethylamine (1.36 mL, 7.8 mmol) in 50 mL CH2Cl2 was stirred at ambient temperature overnight. The reaction mixture was preabsorbed on silica gel and the absorbed solid purified by flash chromatography (hexane, EtOAc: 3:1) to give the product (0.15 g) as a white solid,

Workup

  1. customThe reaction mixture was preabsorbed on silica gel
  2. customthe absorbed solid purified by flash chromatography (hexane, EtOAc: 3:1)

Sources & evidence

ORD record
ord-e1fb8b0a2bfe4434a777793f1344e10e
Source dataset
uspto-grants-2007_07
Patent number
US07241791B2

Reaction notes

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