1,4-Dioxane hydrochloride → (S)-2-Amino-3-(4-fluoro-phenyl)-1-morpholin-4-yl-propan-1-one hydrochloride

HRID 1872133Notes

Reaction equation

HRID 1872133 reaction equation
C(OC([NH:8][C@@H:9]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=1)[C:10]([N:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1)=[O:11])=O)(C)(C)C.[ClH:26].O1CCOCC1>>[ClH:26].[NH2:8][C@@H:9]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=1)[C:10]([N:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1)=[O:11]

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 22865441(S)-2-(N-t-Butoxycarbonylamino)-3-(4-fluoro-phenyl)-1-morpholin-4-yl-propan-1-one

Product 1

HCID 69687112(S)-2-Amino-3-(4-fluoro-phenyl)-1-morpholin-4-yl-propan-1-one hydrochloride

Conditions

Temperature
25 °C

Procedure

(S)-2-(N-t-Butoxycarbonylamino)-3-(4-fluoro-phenyl)-1-morpholin-4-yl-propan-1-one (3.1 mmol) was dissolved in 4M HCl-dioxane at 0° C. and the resulting suspension stirred at 25° C. for 1 hour. The mixture was concentrated and the residue triturated with ether. Yield, 776 mg, 88%; HPLC (60/40) 2.31 minutes (99%).

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue triturated with ether
  3. customYield

Sources & evidence

ORD record
ord-f4d9f50687234fad8d2d3e8059cc7718
Source dataset
uspto-grants-2000_08
Patent number
US06107329

Reaction notes

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