Sulfuric Acid → Bedoradrine

HRID 367351Notes

Reaction equation

HRID 367351 reaction equation
[OH:1][C@H:2]([C:25]1[CH:30]=[CH:29][C:28]([OH:31])=[C:27]([CH2:32][CH2:33][OH:34])[CH:26]=1)[CH2:3][NH:4][C@H:5]1[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][C:9]([O:15][CH2:16][C:17]([N:19]3[CH2:24]COC[CH2:20]3)=[O:18])=[CH:10][CH:11]=2)[CH2:6]1.S(=O)(=O)(O)O>>[OH:1][C@H:2]([C:25]1[CH:30]=[CH:29][C:28]([OH:31])=[C:27]([CH2:32][CH2:33][OH:34])[CH:26]=1)[CH2:3][NH:4][C@H:5]1[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][C:9]([O:15][CH2:16][C:17]([N:19]([CH3:20])[CH3:24])=[O:18])=[CH:10][CH:11]=2)[CH2:6]1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 15485663HCID 15485663, compound2×

Product 1

HCID 9963057Bedoradrine

Procedure

Using (-)-4-[2-[(2S)-2-[[(2R)-2-hydroxy-2-(4-hydroxy-3-(2-hydroxyethyl)phenyl]ethyl]amino]-1,2,3,4-tetrahydronaphthalen-7-yloxy]acetyl]morpholine (Compound 18) and sulfuric acid, the following salt was obtained in the same manner as that described in Example 7.

Workup

  1. customthe following salt was obtained in the same manner as

Sources & evidence

ORD record
ord-26962da3972c4c00bd481a8a87fabe4f
Source dataset
uspto-grants-2000_10
Patent number
US06133266

Reaction notes

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