Potassium Carbonate → HCID 67042683, compound

HRID 1427676Notes

Reaction equation

[Br:1][C:2]1[CH:14]=[CH:13][CH:12]=[CH:11][C:3]=1[CH2:4][O:5][C:6]1[CH:10]=[CH:9][NH:8][N:7]=1.[Cl:15][C:16]1[CH:21]=[CH:20][C:19](I)=[CH:18][CH:17]=1.C([O-])([O-])=O.[K+].[K+].CNC1(NC)CCCCC1>C1(C)C=CC=CC=1.CCCCCC.C(OCC)(=O)C>[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([N:8]2[CH:9]=[CH:10][C:6]([O:5][CH2:4][C:3]3[CH:11]=[CH:12][CH:13]=[CH:14][C:2]=3[Br:1])=[N:7]2)=[CH:18][CH:17]=1

Participants

Conditions

Temperature: 100 °C

Procedure

A suspension consisting of 3-(2-bromobenzyloxy)-1H-pyrazole (0.20 g, 0.91 mmol), 4-chloroiodobenzene (0.17 g, 0.73 mmol), Cul (9 mg, 0.05 mmol), K2CO3 (0.05 mg, 0.38 mmol) and N,N′-dimethylcyclohexanediamine (72 μL, 0.46 mmol) in 2 mL of toluene was heated to 100° C. for 20 h. The mixture was then cooled to room temperature and directly subjected to column chromatography (SiO2, hexane/ethyl acetate=100:0 to 80:20). The product was obtained as a colorless solid (140 mg, 0.14 mmol, 53% yield).

Workup

temperatureThe mixture was then cooled to room temperature

Sources & evidence

ORD record: ord-aba607e386b44b67b5612bc89459097f
Source dataset: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08933246B2

Reaction notes

Loading…