Piperidine → HCID 66744616, compound

HRID 1959438Notes

Reaction equation

HRID 1959438 reaction equation
[CH2:1]([S:3]([N:6]1[CH:11]2[CH2:12][CH2:13][CH:7]1[CH2:8][N:9](C(OCC1C3C=CC=CC=3C3C1=CC=CC=3)=O)[CH2:10]2)(=[O:5])=[O:4])[CH3:2].N1CCCCC1.C(=O)([O-])[O-]>CN(C=O)C.CO.C(Cl)Cl>[CH2:1]([S:3]([N:6]1[CH:7]2[CH2:13][CH2:12][CH:11]1[CH2:10][NH:9][CH2:8]2)(=[O:5])=[O:4])[CH3:2]

Participants

6

Reactant 3

HCID 8082PiperidineHCID 19660Carbonate IonHCID 66744383HCID 66744383, compound

Product 1

HCID 66744616HCID 66744616, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 21226129Dichloromethane methanolSolvent

Procedure

Crude 9H-fluoren-9-ylmethyl 8-ethylsulfonyl-3,8-diazabicyclo[3.2.1]octane-3-carboxylate obtained from step 3 was dissolved in DMF (500 μL) and treated with piperidine (4 mg, 5 μL, 0.05 mmol). The reaction mixture was stirred for 2 h at room temperature. The reaction mixture was diluted with methanol/DCM and treated with carbonate resin. The reaction mixture was filtered and concentrated under reduced pressure to yield 8-ethylsulfonyl-3,8-diazabicyclo[3.2.1]octane which was used directly in the next step without further purification.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-5c8f3d4bb0454288ac7e039841bcfbb6
Source dataset
uspto-grants-2013_04
Patent number
US08410112B2

Reaction notes

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