Pyridine → HCID 54344434, compound

HRID 1389896Notes

Reaction equation

HRID 1389896 reaction equation
Cl.[CH:2]1([CH2:5][N:6]2[CH2:23][CH2:22][C@@:13]34[C:14]5[CH:15]=[C:16](O)[CH:17]=[CH:18][C:19]=5[CH2:20][C@@H:7]2[C@@H:8]3[CH2:9][C:10]([CH3:25])([CH3:24])[O:11][CH2:12]4)[CH2:4][CH2:3]1.Cl.[C:27](Cl)(=[O:34])[C:28]1[CH:33]=[CH:32][CH:31]=[N:30][CH:29]=1.N1C=CC=CC=1>C(Cl)Cl>[CH:2]1([CH2:5][N:6]2[CH2:23][CH2:22][C@@:13]34[C:14]5[CH:15]=[C:16]([C:27](=[O:34])[C:28]6[CH:33]=[CH:32][CH:31]=[N:30][CH:29]=6)[CH:17]=[CH:18][C:19]=5[CH2:20][C@@H:7]2[C@@H:8]3[CH2:9][C:10]([CH3:25])([CH3:24])[O:11][CH2:12]4)[CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 1049PyridineHCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)HCID 86737448HCID 86737448, compound

Product 1

HCID 54344434HCID 54344434, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Equimolar amounts of 17-cyclopropylmethyl-7,7-dimethyl-3-hydroxy-6-oxamorphinan (XIV, prepared in Example 5), nicotinoyl chloride hydrochloride and pyridine are mixed together in dry methylene chloride and heated at reflux temperature for 3 hours to produce the title compound.

Workup

  1. temperatureheated
  2. temperatureat reflux temperature for 3 hours

Sources & evidence

ORD record
ord-f57fc05158d443649b199b07ca1da8a0
Source dataset
uspto-grants-1981_01
Patent number
US04246413

Reaction notes

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