6-Fluoroindole → 6-fluoro-3-(piperidin-4-yl)-1H-indole

HRID 227275

Reaction equation

HRID 227275 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[CH:7][NH:8]2)=[CH:4][CH:3]=1.Cl.O.[NH:13]1[CH2:18][CH2:17][C:16](=O)[CH2:15][CH2:14]1>[Pt](=O)=O>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH:16]3[CH2:17][CH2:18][NH:13][CH2:14][CH2:15]3)=[CH:7][NH:8]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 3512786-FluoroindoleHCID 2723901Piperonylamine

Product 1

HCID 110960776-fluoro-3-(piperidin-4-yl)-1H-indoleYield 51%

Reagents, catalysts & solvents 1

HCID 345198Adams' catalystCatalyst

Procedure

This compound was prepared following the procedure described in Example 1 (steps A and B) starting with 1 g (7.4 mmol) of 6-fluoroindol and 2.84 g (18.5 mmol) of 4-piperidone monohydrate hydrochloride. In this case, the hydrogenation step took place for 1 hour at 2 bar and the catalyst used was platinum (IV) oxide. 0.640 g (51% yield) of 6-fluoro-3-piperidin-4-yl-1H-indole were obtained.

Workup

  1. customThis compound was prepared
  2. customfor 1 hour

Sources & evidence

ORD record
ord-3b9afbbc53af465c8404096c86d60d23
Source dataset
uspto-grants-2009_07
Patent number
US07560471B2

Linked notes

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