Piperidine → HCID 59077648, compound

HRID 1359779Notes

Reaction equation

HRID 1359779 reaction equation
[C:1]1([CH2:7][S:8]([C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[NH:16][C:15](=[O:20])[CH2:14]3)(=[O:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:21][C@H:22]1[NH:27][C@@H:26]([CH3:28])[CH2:25][N:24]([C:29](=[O:40])[CH2:30][C:31]2[C:32]([CH3:39])=[C:33]([CH:37]=O)[NH:34][C:35]=2[CH3:36])[CH2:23]1.N1CCCCC1>C(O)C>[CH3:21][C@H:22]1[NH:27][C@@H:26]([CH3:28])[CH2:25][N:24]([C:29](=[O:40])[CH2:30][C:31]2[C:32]([CH3:39])=[C:33](/[CH:37]=[C:14]3\[C:15](=[O:20])[NH:16][C:17]4[C:13]\3=[CH:12][C:11]([S:8]([CH2:7][C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)(=[O:10])=[O:9])=[CH:19][CH:18]=4)[NH:34][C:35]=2[CH3:36])[CH2:23]1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 21139221HCID 21139221, compoundHCID 88095588HCID 88095588, compound

Product 1

HCID 59077648HCID 59077648, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 5-phenylmethanesulfonyl-1,3-dihydro-indol-2-one (100 mg, 0.35 mmol), 4-[2-((3R,5S)-3,5-dimethyl-piperazin-1-yl)-2-oxo-ethyl]-3,5-dimethyl-1H-pyrrole-2-carbaldehyde (184 mg, 0.68 mmol) and piperidine (0.5 eq.) in ethanol (2 mL) was stirred at rt for 48 hours. The reaction was concentrated and triturated with acetone to give the titled compound as a pale orange-red solid.

Workup

  1. concentrationThe reaction was concentrated
  2. customtriturated with acetone

Sources & evidence

ORD record
ord-57686fd5a15b4a058e70123a142ffecf
Source dataset
uspto-grants-2003_07
Patent number
US06599902B2

Reaction notes

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