Piperidine → HCID 178515519, compound

HRID 446061Notes

Reaction equation

HRID 446061 reaction equation
[I:1][C:2]1[CH:3]=[C:4]([C:8]2[O:12][C:11]([CH:13]=O)=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.[NH:15]1[CH:19]=[C:18]([CH2:20][CH2:21][N:22]2[C:26](=[O:27])[CH2:25][NH:24][C:23]2=[S:28])[N:17]=[CH:16]1.N1CCCCC1>ClCCl>[NH:15]1[CH:19]=[C:18]([CH2:20][CH2:21][N:22]2[C:26](=[O:27])/[C:25](=[CH:13]/[C:11]3[O:12][C:8]([C:4]4[CH:5]=[CH:6][CH:7]=[C:2]([I:1])[CH:3]=4)=[CH:9][CH:10]=3)/[NH:24][C:23]2=[S:28])[N:17]=[CH:16]1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 43155822HCID 43155822, compoundHCID 178516795HCID 178516795, compound

Product 1

HCID 178515519HCID 178515519, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

5-(3-Iodophenyl)furan-2-carbaldehyde (30 mg, 0.1 mmol) synthesized by the same method as in Example 1 and 3-(2-(1H-imidazol-4-yl)ethyl)-2-thioxoimidazolidin-4-one (21 mg, 0.1 mmol) were dissolved in dichloromethane (7 mL), piperidine (20 μL) was added thereto, and the mixture was stirred at room temperature (25° C.) for 3 hours. After the reaction was completed the solvent was removed by evaporation under reduced pressure, and the residue was subjected to silica gel column chromatography using chloroform/methanol (9/1 (volume ratio)) as an eluent, to give compound 3 in a yield of 25 mg (yield 51.0%).

Workup

  1. customwas removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-935241605c2e470084b170e46bf73150
Source dataset
uspto-grants-2013_07
Patent number
US08476449B2

Reaction notes

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