3-(1,2,3,6-Tetrahydropyridin-4-yl)-1H-indole → 3-(4-Piperidinyl)-1H-indole

HRID 1840932Notes

Reaction equation

HRID 1840932 reaction equation
[NH:1]1[CH2:6][CH:5]=[C:4]([C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[NH:9][CH:8]=2)[CH2:3][CH2:2]1>CO.[Pd]>[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[NH:9][CH:8]=2)[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 27610233-(1,2,3,6-Tetrahydropyridin-4-yl)-1H-indole

Product 1

HCID 7022353-(4-Piperidinyl)-1H-indole

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

19.03 g (0.096 mol) of 3-(1,2,3,6-tetrahydro-pyridin-4-yl)-1H-indole were hydrogenated in a Parr apparatus during 18 h at 40 psi with 2.2 g of Pd/C 10% in 600 ml of methanol. After usual work-up, 16.76 g (87% of yield) of the desired product were obtained.

Sources & evidence

ORD record
ord-8f546de993fe494e9daf7a15b1a99b6a
Source dataset
uspto-grants-2004_01
Patent number
US06683096B2

Reaction notes

Loading…