1,4-Dioxane hydrochloride → HCID 69692845, compound

HRID 1978837Notes

Reaction equation

HRID 1978837 reaction equation
C(O[C:6](=O)[N:7]([C@H:9]([CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:10]([N:12]1[CH2:17][CH2:16][C:15]([C:18]2[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:19]=2[O:25][CH3:26])=[CH:14][CH2:13]1)=[O:11])C)(C)(C)C.[ClH:35].O1CCOCC1>>[ClH:35].[F:24][C:22]1[CH:21]=[CH:20][C:19]([O:25][CH3:26])=[C:18]([C:15]2[CH2:16][CH2:17][N:12]([C:10](=[O:11])[C@H:9]([NH:7][CH3:6])[CH2:27][C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)[CH2:13][CH:14]=2)[CH:23]=1

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 54543994HCID 54543994, compound2×

Product 1

HCID 69692845HCID 69692845, compoundYield 65%

Procedure

The crude product of (R)-{1-benzyl-2-[4-(5-fluoro-2-methoxy-phenyl)-1,2,5,6-tetrahydropyridin-1-yl]-2-oxo-ethyl}-methyl-carbamic acid tert-butyl ester (Intermediate 10) was dissolved in 10 mL 4M HCl/dioxane solution and the resulting mixture brought to reflux. After overnight stirring, the mixture was cooled to room temperature and the solvent evaporated to provide 0.62 g (65% yield for two steps) of the titled product.

Workup

  1. temperatureto reflux
  2. customthe solvent evaporated

Sources & evidence

ORD record
ord-942d511838b54ccb81de9211d289aa60
Source dataset
uspto-grants-2001_05
Patent number
US06239126B1

Reaction notes

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