Pyridine → HCID 53897597, compound

HRID 1389895Notes

Reaction equation

HRID 1389895 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]([OH:21])[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.[C:26](Cl)(=[O:28])[CH3:27].N1C=CC=CC=1>C(Cl)Cl>[C:26]([O:21][C:16]1[CH:17]=[CH:18][C:19]2[CH2:20][C@H:7]3[N:6]([CH2:5][CH:2]4[CH2:4][CH2:3]4)[CH2:23][CH2:22][C@@:13]4([C:14]=2[CH:15]=1)[C@H:8]3[CH2:9][C:10]([CH3:25])([CH3:24])[O:11][CH2:12]4)(=[O:28])[CH3:27]

Participants

5

Reactant 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 86737448HCID 86737448, compound

Product 1

HCID 53897597HCID 53897597, 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), acetyl chloride 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-aff3105debf7492d8e2e43a7ddc6a16c
Source dataset
uspto-grants-1981_01
Patent number
US04246413

Reaction notes

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