3-(4-Piperidinyl)-1H-indole → HCID 11440264, compound

HRID 858033Notes

Reaction equation

HRID 858033 reaction equation
Cl[CH2:2][CH2:3][CH2:4][N:5]1[C:13](=[O:14])[N:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]2=[N:6]1.[NH:15]1[CH2:20][CH2:19][CH:18]([C:21]2[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[NH:23][CH:22]=2)[CH2:17][CH2:16]1>>[NH:23]1[C:24]2[C:29](=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:21]([CH:18]2[CH2:19][CH2:20][N:15]([CH2:2][CH2:3][CH2:4][N:5]3[C:13](=[O:14])[N:8]4[CH:9]=[CH:10][CH:11]=[CH:12][C:7]4=[N:6]3)[CH2:16][CH2:17]2)=[CH:22]1

Participants

3

Reactant 2

HCID 7022353-(4-Piperidinyl)-1H-indoleHCID 130412482-(3-Chloropropyl)[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Product 1

HCID 11440264HCID 11440264, compound

Procedure

2-{3-[4-(1H-Indol-3-yl)-piperidin-1-yl]-propyl}-2H-[1,2,4]triazolo[4, 3-a]pyridin-3-one was prepared in a similar fashion to compound 22, using 2-(3-Chloro-propyl)-2H-[1,2,4]triazolo[4,3-a]pyridin-3-one and 3-Piperidin-4-yl-1H-indole. Yield: 90 mg (48%); mp:111.7° C. M+: 376.1; (300 MHz, CDCl3): 8.04 (s, 1H, NH), 7.77 (d, 1H), 7.62 (d, 1H), 7.35 (d, 1H), 7.09 (m, 5H), 6.59 (m, 1H), 6.49 (m, 1H), 4.08 (m, CH2), 3.10 (d, CH2), 2.70 (t, CH) 2.55 (t, CH2), 2.04 (m, 4H), 1.82 (m, CH2).

Sources & evidence

ORD record
ord-89f5a04de44d493ea9086439bfd351da
Source dataset
uspto-grants-2006_12
Patent number
US07148235B2

Reaction notes

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