1-(3-Methyl-1,2,4-thiadiazol-5-yl)piperidin-4-one → [8-(4-Fluoro-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 451377Notes

Reaction equation

HRID 451377 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.[F:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[C:22]3[N:23]([N:27]=[C:28]([NH2:30])[N:29]=3)[CH:24]=[CH:25][CH:26]=2)=[CH:17][CH:16]=1>>[F:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[C:22]3[N:23]([N:27]=[C:28]([NH:30][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:29]=3)[CH:24]=[CH:25][CH:26]=2)=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 592585101-(3-Methyl-1,2,4-thiadiazol-5-yl)piperidin-4-oneHCID 673360828-(4-Fluoro-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine

Product 1

HCID 53354633[8-(4-Fluoro-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 1 step h) starting with 1-(3-methyl-[1,2,4]thiadiazol-5-yl)-piperidin-4-one (example 1c) and 8-(4-fluoro-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine (example 1f). The title compound was obtained as a white solid (yield=28%).

Workup

  1. customPrepared in analogy to example 1 step h)

Sources & evidence

ORD record
ord-3b9236867baf435ca6308ccfe7fd05b6
Source dataset
uspto-grants-2013_07
Patent number
US08486967B2

Reaction notes

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