Hydrochloric Acid → HCID 67299958, compound

HRID 1820205Notes

Reaction equation

HRID 1820205 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([OH:29])[CH2:14][CH2:13][N:12]([C:15](=[O:28])[C@H:16]([NH:20]C(=O)OC(C)(C)C)[CH:17]([CH3:19])[CH3:18])[CH2:11][CH2:10]2)=[CH:5][CH:4]=1>O1CCOCC1>[ClH:2].[NH2:20][C@H:16]([CH:17]([CH3:19])[CH3:18])[C:15]([N:12]1[CH2:11][CH2:10][C:9]([C:6]2[CH:5]=[CH:4][C:3]([Cl:2])=[CH:8][CH:7]=2)([OH:29])[CH2:14][CH2:13]1)=[O:28]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57889753HCID 57889753, compound

Product 1

HCID 67299958HCID 67299958, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A 4M solution of HCl in dioxane (10 mL) was added to (R)-tert-butyl 1-(4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate (2.0 g) and the resulting solution was allowed to stir at rt. for 1 h. After this time, the solvent was removed by rotary evaporation to provide an oil. The oil was dried overnight in vacuo to provide (R)-2-amino-1-(4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl)-3-methylbutan-1-one hydrochloride as a white foam.

Workup

  1. customAfter this time, the solvent was removed by rotary evaporation
  2. customto provide an oil
  3. customThe oil was dried overnight in vacuo

Sources & evidence

ORD record
ord-3b45a6dc7f224503a9522231237a8911
Source dataset
uspto-grants-2009_10
Patent number
US07601844B2

Reaction notes

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