Water → 3-(1-Benzyl-1,2,3,6-tetrahydropyridin-4-yl)quinolin-2(1H)-one

HRID 1695916Notes

Reaction equation

HRID 1695916 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([C:15]2[C:16](Cl)=[N:17][C:18]3[C:23]([CH:24]=2)=[CH:22][CH:21]=[CH:20][CH:19]=3)(O)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH2:26]>Cl>[CH2:1]([N:8]1[CH2:13][CH:12]=[C:11]([C:15]2[C:16](=[O:26])[NH:17][C:18]3[C:23]([CH:24]=2)=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 962WaterHCID 184442481-Benzyl-4-(2-chloroquinolin-3-yl)piperidin-4-ol

Product 1

HCID 184442473-(1-Benzyl-1,2,3,6-tetrahydropyridin-4-yl)quinolin-2(1H)-one

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 1-Benzyl-4-(2-chloroquinolin-3-yl)piperidin-4-ol (1 g, 2.84 mmol) in 6 N HCl (9 ml) was heated at 100° C. for 8 h. The reaction mixture was cooled, water was added and the precipitated product was filtered and dried (0.27 g). LC/MS (10% to 99%): M/Z (M+H)+ (obs)=317; tR=2.18.

Workup

  1. temperatureThe reaction mixture was cooled
  2. filtrationthe precipitated product was filtered
  3. customdried (0.27 g)

Sources & evidence

ORD record
ord-bf07b83a2c5e4d13b9cd4fab5d2668c8
Source dataset
uspto-grants-2012_04
Patent number
US08163737B2

Reaction notes

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