2,3,4,5-Tetrahydropyridine → HCID 70155592, compound

HRID 2298114Notes

Reaction equation

HRID 2298114 reaction equation
[Cl:1][C:2]1[CH:21]=[CH:20][C:19]([CH:22]=O)=[CH:18][C:3]=1[C:4]([NH:6][CH2:7][C:8]12[CH2:17][CH:12]3[CH2:13][CH:14]([CH2:16][CH:10]([CH2:11]3)[CH2:9]1)[CH2:15]2)=[O:5].[N:24]1[CH2:25][CH2:26][CH2:27][CH2:28][CH:29]=1>CO>[Cl:1][C:2]1[CH:21]=[CH:20][C:19](/[CH:22]=[C:28]2/[CH:29]=[N:24][CH2:25][CH2:26][CH2:27]/2)=[CH:18][C:3]=1[C:4]([NH:6][CH2:7][C:8]12[CH2:9][CH:10]3[CH2:16][CH:14]([CH2:13][CH:12]([CH2:11]3)[CH2:17]1)[CH2:15]2)=[O:5]

Participants

4

Reactant 2

HCID 681612,3,4,5-TetrahydropyridineHCID 120853462-Chloro-5-formyl-N-(tricyclo [3.3.1.13,7]dec-1-ylmethyl)-benzamide

Product 1

HCID 70155592HCID 70155592, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Chloro-5-formyl-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide (0.152 g, Example 31a) and 2,3,4,5-tetrahydropyridine trimer (Org. Synth., 1977, Vol.56, 118-122, 0.038 g) were dissolved in methanol (3 ml) and heated at reflux for 4 h. The mixture was evaporated under reduced pressure then purified by HPLC eluting a gradient of 0-5% ethanol in dichloromethane to give the subtitle compound as a white foam (0.046 g).

Workup

  1. temperatureheated
  2. temperatureat reflux for 4 h
  3. customThe mixture was evaporated under reduced pressure
  4. customthen purified by HPLC
  5. washeluting a gradient of 0-5% ethanol in dichloromethane

Sources & evidence

ORD record
ord-bb90e94fe64e49edadd5c87527774ffa
Source dataset
uspto-grants-2002_12
Patent number
US06492355B1

Reaction notes

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