Potassium Iodide → HCID 135438490, compound

HRID 1786677Notes

Reaction equation

[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[C:10]1[CH:11]=[C:12]([C:18]2[CH:23]=[C:22]([CH3:24])[C:21]([OH:25])=[C:20]([CH3:26])[CH:19]=2)[N:13]=[N:14][C:15]=1[O:16]C.C[Si](Cl)(C)C.[I-].[K+]>C(#N)C.O>[OH:25][C:21]1[C:22]([CH3:24])=[CH:23][C:18]([C:12]2[CH:11]=[C:10]([C:2]3[NH:1][C:9]4[C:4]([CH:3]=3)=[CH:5][CH:6]=[CH:7][CH:8]=4)[C:15](=[O:16])[NH:14][N:13]=2)=[CH:19][C:20]=1[CH3:26]

Participants

Conditions

Temperature: 80 °C

Procedure

100 mg of 4-[5-(1H-Indol-2-yl)-6-methoxy-pyridazin-3-yl]-2,6-dimethyl-phenol is suspended in 2 ml acetonitrile and 40 μl of trimethylsilyl chloride and 53 mg of potassium iodide are added. The solution is heated to 80° C. for 3h, then a further 120 μl of trimethylsilyl chloride and 159 mg of potassium iodide are added. The solution is heated to 80° C. for 3 h then stirred at RT for 16 h. The reaction solution is diluted with water and the product is purified by preparative RP-HPLC eluting with a gradient of 0-100% acetonitrile in water (+0.01% trifluoroacetic acid).

Workup

customthe product is purified by preparative RP-HPLC
washeluting with a gradient of 0-100% acetonitrile in water (+0.01% trifluoroacetic acid)

Sources & evidence

ORD record: ord-7463c8b27b9b45fe987dd3e1d903dce1
Source dataset: uspto-grants-2009_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07507734B2

Reaction notes

Loading…