2-Chloroquinoline → HCID 21096915, compound

HRID 1663038Notes

Reaction equation

HRID 1663038 reaction equation
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[NH:12]1[CH2:17][CH2:16][CH:15]([CH2:18][CH2:19][OH:20])[CH2:14][CH2:13]1>>[N:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:10]=[CH:11][C:2]=1[N:12]1[CH2:17][CH2:16][CH:15]([CH2:18][CH2:19][OH:20])[CH2:14][CH2:13]1

Participants

3

Reactant 2

HCID 119282-ChloroquinolineHCID 739534-Piperidineethanol

Product 1

HCID 21096915HCID 21096915, compound

Procedure

The process is performed as in Example 4 (step 4.1). Starting with 2 g (12.20 mmol) of 2-chloroquinoline and 1.58 g (12.20 mmol) of 2-(4-piperidyl)ethanol, and after chromatography on silica gel, eluting with a 98/2/0.2 and then 95/5/0.5 mixture of dichloromethane, methanol and 28% aqueous ammonia, 2.36 g of pure product are obtained in the form of a pale yellow oil that crystallizes at room temperature.

Workup

  1. washafter chromatography on silica gel, eluting with a 98/2/0.2
  2. addition95/5/0.5 mixture of dichloromethane, methanol and 28% aqueous ammonia, 2.36 g of pure product
  3. customare obtained in the form of a pale yellow oil
  4. customthat crystallizes at room temperature

Sources & evidence

ORD record
ord-a7be6ca95fd646d8b48f508ef6daf553
Source dataset
uspto-grants-2011_10
Patent number
US08034818B2

Reaction notes

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