Hydrogen Bromide → HCID 10477718, compound

HRID 1783647Notes

Reaction equation

HRID 1783647 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:5]=[CH:6][C:7]2[CH2:8][C@H:9]3[NH:20][CH2:19][CH2:18][C@@:15]4([C:16]=2[CH:17]=1)[C@H:10]3[CH2:11][CH2:12][CH2:13][CH2:14]4.C(N(CC)CC)C.Br.[Br:29][CH2:30][C:31]1[CH:32]=[N:33][CH:34]=[CH:35][CH:36]=1.Br>C1COCC1>[BrH:29].[CH3:2][O:3][C:4]1[CH:5]=[CH:6][C:7]2[CH2:8][C@H:9]3[N:20]([CH2:30][C:31]4[CH:32]=[N:33][CH:34]=[CH:35][CH:36]=4)[CH2:19][CH2:18][C@@:15]4([C:16]=2[CH:17]=1)[C@H:10]3[CH2:11][CH2:12][CH2:13][CH2:14]4

Participants

6

Reactant 4

HCID 260Hydrogen BromideHCID 8471TriethylamineHCID 1156556936397-14-5HCID 127070373-(Bromomethyl)pyridine hydrobromide

Product 1

HCID 10477718HCID 10477718, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Similarly to the preparation of Example 4, the title compound was prepared from the reaction of (+)-3-methoxy-morphinan hydrochloride (1 g, 3.4 mmol) in THF (20 ml), triethylamine (1.43 ml, 10.3 mmol), and 3-(bromomethyl)pyridine hydrobromide (0.95 g, 3.75 mmol) gave a solid which was treated with 45% HBr to afford 1 g of a tan solid (68% yield); ms(ESI+): m/z 349 (M+1).

Workup

  1. customSimilarly to the preparation of Example 4
  2. customgave a solid which

Sources & evidence

ORD record
ord-66a02b1f01c7404e9caa322feff8cdd1
Source dataset
uspto-grants-2009_03
Patent number
US07501433B2

Reaction notes

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