Potassium Iodide → 6-(4-Hydroxy-3,5-dimethyl-phenyl)-4-(3-methyl-1H-indol-2-yl)-2H-pyridazin-3-one

HRID 2426525Notes

Reaction equation

C[O:2][C:3]1[N:8]=[N:7][C:6]([C:9]2[CH:14]=[C:13]([CH3:15])[C:12]([OH:16])=[C:11]([CH3:17])[CH:10]=2)=[CH:5][C:4]=1[C:18]1[NH:19][C:20]2[C:25]([C:26]=1[CH3:27])=[CH:24][CH:23]=[CH:22][CH:21]=2.C[Si](Cl)(C)C.[I-].[K+]>C(#N)C.O>[OH:16][C:12]1[C:13]([CH3:15])=[CH:14][C:9]([C:6]2[CH:5]=[C:4]([C:18]3[NH:19][C:20]4[C:25]([C:26]=3[CH3:27])=[CH:24][CH:23]=[CH:22][CH:21]=4)[C:3](=[O:2])[NH:8][N:7]=2)=[CH:10][C:11]=1[CH3:17]

Participants

Conditions

Temperature: 80 °C

Procedure

6 mg of 4-[6-Methoxy-5-(3-methyl-1H-indol-2-yl)-pyridazin-3-yl]-2,6-dimethyl-phenol is suspended in 2 ml acetonitrile and 6.5 mg of trimethylsilyl chloride and 9.96 mg of potassium iodide are added. The solution is heated to 80° C. for 3 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). Yield 3.8 mg. LC-MS (ES+) 346 (M+H)+.

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-f1f895e31db34d6c9c9fb00f27fab0d5
Source dataset: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07968546B2

Reaction notes

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