4-Benzylpiperidine → HCID 58866628, compound

HRID 2426703Notes

Reaction equation

HRID 2426703 reaction equation
[CH3:1][N:2]([CH3:15])[C@@H:3]1[CH2:7][CH2:6][N:5]([C:8]2[N:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=2)[CH2:4]1.[C:16]([N:23]1[CH:27]=[CH:26]N=[CH:24]1)(N1C=CN=C1)=[O:17].[CH2:28]([CH:35]1CCNC[CH2:36]1)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>CN(C=O)C>[CH3:1][N:2]([CH3:15])[C@@H:3]1[CH2:7][CH2:6][N:5]([C:8]2[N:13]=[CH:12][C:11]([NH:14][C:16]([N:23]3[CH2:24][CH2:36][CH:35]([CH2:28][C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)[CH2:26][CH2:27]3)=[O:17])=[CH:10][CH:9]=2)[CH2:4]1

Participants

5

Reactant 3

HCID 317384-BenzylpiperidineHCID 682631,1'-CarbonyldiimidazoleHCID 67148046HCID 67148046, compound

Product 1

HCID 58866628HCID 58866628, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

(R)-6-(3-Dimethylaminopyrrolidin-1-yl)pyridin-3-ylamine was added to a solution of carbonyldiimidazole (53 mg) in DMF (0.5 ml) at 0° C. After 15 minutes, 4-benzylpiperidine (57 mg) was added and the mixture was heated at 90° C. for one hour. The cooled mixture was freed of volatile fractions. The residue was purified by chromatography (silica gel, eluent: methanol/dichloromethane). This resulted in the product with the molecular weight of 407.56 (C24H33N5O); MS (ESI): 408 (M+H+).

Workup

  1. customThe residue was purified by chromatography (silica gel, eluent: methanol/dichloromethane)
  2. customThis resulted in the product with the molecular weight of 407.56 (C24H33N5O)

Sources & evidence

ORD record
ord-c23dbf08ff9f4468961c7fae7c960c98
Source dataset
uspto-grants-2011_06
Patent number
US07968550B2

Reaction notes

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