Piperidine → HCID 57567312, compound

HRID 74096Notes

Reaction equation

HRID 74096 reaction equation
[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5][CH:4]=[C:3]1[C:12]([NH:14][C:15]1[CH:23]=[C:22]2[C:18]([CH:19]=[CH:20][NH:21]2)=[CH:17][C:16]=1[C:24](O)=[O:25])=[O:13].[NH:27]1[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1>CC#N>[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5][CH:4]=[C:3]1[C:12]([NH:14][C:15]1[CH:23]=[C:22]2[C:18]([CH:19]=[CH:20][NH:21]2)=[CH:17][C:16]=1[C:24]([N:27]1[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1)=[O:25])=[O:13]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 57567285HCID 57567285, compound

Product 1

HCID 57567312HCID 57567312, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

4-Oxo-N-[5-(1-piperidylcarbonyl)-1H-indol-6-yl]-1H-quinoline-3-carboxamide (148) was synthesized following the general scheme above, coupling the acid (188-I) with piperidine. Overall yield (12%). HPLC ret. time 2.79 min, 10-99% CH3CN, 5 min run; ESI-MS 415.5 m/z (MH+).

Workup

  1. customOverall yield (12%)

Sources & evidence

ORD record
ord-853b2a81b8ff4b7a859a78eba0d62318
Source dataset
uspto-grants-2014_09
Patent number
US08829204B2

Reaction notes

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