3-(4-Piperidinyl)-1H-indole → HCID 11233763, compound

HRID 495368Notes

Reaction equation

HRID 495368 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]2[CH2:11][CH2:12][N:13]([CH2:16][CH2:17]CN3C(=O)N4C=CC=CC4=N3)[CH2:14][CH:15]=2)=[CH:2]1.[O:29]=[C:30]1[N:34]2[CH:35]=[CH:36][CH:37]=[CH:38][C:33]2=[N:32][N:31]1CCOS(C1C=CC(C)=CC=1)(=O)=O.N1CCC(C2C3C(=CC=CC=3)NC=2)CC1>>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][N:31]3[C:30](=[O:29])[N:34]4[CH:35]=[CH:36][CH:37]=[CH:38][C:33]4=[N:32]3)[CH2:12][CH2:11]2)=[CH:2]1

Participants

4

Reactant 3

HCID 7022353-(4-Piperidinyl)-1H-indoleHCID 11428752HCID 11428752, compoundHCID 19745981HCID 19745981, compound

Product 1

HCID 11233763HCID 11233763, compound

Procedure

2-{2-[4-(1H-Indol-3-yl)-piperidin-1-yl]-ethyl}-2H-[1,2,4]triazolo[4,3-a]pyridin-3-one was prepared in a similar fashion to of 2-{2-[4-(1H-Indol-3-yl)-3,6-dihydro-2H-pyridin-1-yl]-ethyl}-2H-[1,2,4]triazolo[4,3-a]pyridin-3-one (example 22) using of toluene-4-sulfonic acid 2-(3-oxo-[1,2,4]triazolo[4,3-a]pyridin-2-yl)-ethyl ester and 3-Piperidin-4-yl-1H-indole. Yield: 70 mg of compound was obtained (39%). mp: 142° C.; M+: 362.1; H-NMR: 8.14 (b, 1H, NH), 7.74 (m, 1H), 7.62 (m, 1H), 7.35(m, 1H), 7.08 (m, 5H), 6.94 (m, 1H), 6.45 (m, 1H), 4.23 (m, CH2), 3.13 (d, CH2), 2.93 (m, CH2), 2.82 (m, 1H) 2.28 (t, CH2), 2.04(m, CH2), 1.86(m, CH2).

Sources & evidence

ORD record
ord-6813d8ffb82244c691c03f8048fe7948
Source dataset
uspto-grants-2005_09
Patent number
US06939870B2

Reaction notes

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