N-Iodosuccinimide → HCID 68636107, compound

HRID 2234107Notes

Reaction equation

HRID 2234107 reaction equation
[CH3:1][O:2][C:3]1[N:4]=[N:5][C:6]([C:25]2[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=2)=[CH:7][C:8]=1[C:9]1[NH:10][C:11]2[C:16]([CH:17]=1)=[CH:15][CH:14]=[C:13]([CH2:18][N:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1)[CH:12]=2.C1C(=O)N([I:38])C(=O)C1>CC(C)=O>[I:38][C:17]1[C:16]2[C:11](=[CH:12][C:13]([CH2:18][N:19]3[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]3)=[CH:14][CH:15]=2)[NH:10][C:9]=1[C:8]1[CH:7]=[C:6]([C:25]2[CH:26]=[CH:27][N:28]=[CH:29][CH:30]=2)[N:5]=[N:4][C:3]=1[O:2][CH3:1]

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 68638865HCID 68638865, compound

Product 1

HCID 68636107HCID 68636107, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1.05 g 2-(3-Methoxy-6-pyridin-4-yl-pyridazin-4-yl)-6-piperidin-1-ylmethyl-1H-indole are suspended in 30 mL acetone and 690 mg NIS is added. After stirring for 30 minutes at rt, the solvent is removed in vacuo. HPLC purification affords 560 mg (43%) 3-iodo-2-(3-methoxy-6-pyridin-4-yl-pyridazin-4-yl)-6-piperidin-1-ylmethyl-1H-indole and 287 mg (27%) starting material.

Workup

  1. customthe solvent is removed in vacuo
  2. customHPLC purification

Sources & evidence

ORD record
ord-83af97b52e914ec4b0e8d52d46075609
Source dataset
uspto-grants-2010_05
Patent number
US07709466B2

Reaction notes

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