1-(3-Methyl-1,2,4-thiadiazol-5-yl)piperidin-4-one → [8-(4-Dimethylamino-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-[1-(3-methyl-[1,2,4]thiadiazol-5-yl)-piperidin-4-yl]-amine

HRID 451536Notes

Reaction equation

HRID 451536 reaction equation
[CH3:1][C:2]1[N:6]=[C:5]([N:7]2[CH2:12][CH2:11][C:10](=O)[CH2:9][CH2:8]2)[S:4][N:3]=1.[CH3:14][N:15]([CH3:32])[C:16]1[CH:21]=[CH:20][C:19]([C:22]2[C:23]3[N:24]([N:28]=[C:29]([NH2:31])[N:30]=3)[CH:25]=[CH:26][CH:27]=2)=[CH:18][CH:17]=1>>[CH3:14][N:15]([CH3:32])[C:16]1[CH:21]=[CH:20][C:19]([C:22]2[C:23]3[N:24]([N:28]=[C:29]([NH:31][CH:10]4[CH2:11][CH2:12][N:7]([C:5]5[S:4][N:3]=[C:2]([CH3:1])[N:6]=5)[CH2:8][CH2:9]4)[N:30]=3)[CH:25]=[CH:26][CH:27]=2)=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 592585101-(3-Methyl-1,2,4-thiadiazol-5-yl)piperidin-4-oneHCID 673442328-(4-(Dimethylamino)phenyl)-[1,2,4]triazolo[1,5-A]pyridin-2-amine

Product 1

HCID 58397923[8-(4-Dimethylamino-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-[1-(3-methyl-[1,2,4]thiadiazol-5-yl)-piperidin-4-yl]-amine

Procedure

Prepared in analogy to example 1h employing 1-(3-methyl-[1,2,4]thiadiazol-5-yl)-piperidin-4-one (see example 1c) and 8-(4-dimethylamino-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine (prepared in analogy to example 66a-c). The title compound was obtained as white foam. MS ISP (m/e): 435.3 (100) [(M+H)+].

Workup

  1. customPrepared in analogy to example 1h

Sources & evidence

ORD record
ord-8a501b5b663340d1986fa130766b8692
Source dataset
uspto-grants-2013_07
Patent number
US08486967B2

Reaction notes

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