Hydrochloric Acid → HCID 59271820, compound

HRID 1893201Notes

Reaction equation

HRID 1893201 reaction equation
C(O[C:6]([N:8](C)[C@@H:9]1[CH2:15][CH2:14][CH2:13][C@@H:12]([CH3:16])[N:11]2[C:17](=[O:30])[C:18]([O:25][S:26]([CH3:29])(=[O:28])=[O:27])=[C:19]([C:21]([O:23][CH3:24])=[O:22])[N:20]=[C:10]12)=O)(C)(C)C.Cl.C(=O)([O-])[O-].[Na+].[Na+]>O1CCOCC1.O>[CH3:16][C@H:12]1[N:11]2[C:17](=[O:30])[C:18]([O:25][S:26]([CH3:29])(=[O:27])=[O:28])=[C:19]([C:21]([O:23][CH3:24])=[O:22])[N:20]=[C:10]2[C@H:9]([NH:8][CH3:6])[CH2:15][CH2:14][CH2:13]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 59271805HCID 59271805, compound

Product 1

HCID 59271820HCID 59271820, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of the methyl trans-rac-10-[(tert-butoxycarbonyl)(methyl)amino]-6-methyl-3-[(methylsulfonyl)oxy]-4-oxo-4,6,7,8,9,10-hexahydropyrimido [1,2-a]azepine-2-carboxylate (3.5 g) in dioxane (25 mL) at 0° C. was added 4M HCl in dioxane (25 mL). After stirring for 30 minutes the reaction mixture was allowed to warm to room temperature and stirred there for 4 hours. The solvent was stripped and the residue dissolved in water and treated with excess sodium carbonate. The resulting mixture was extracted with methylene chloride, then chloroform and dried over sodium sulfate. Filtration and concentration gave the amine as dark brown viscous oil.

Workup

  1. stirringstirred there for 4 hours
  2. extractionThe resulting mixture was extracted with methylene chloride
  3. dry with materialchloroform and dried over sodium sulfate
  4. filtrationFiltration and concentration

Sources & evidence

ORD record
ord-cc75b17de92e4e1ba6c2175e26c9843d
Source dataset
uspto-grants-2013_08
Patent number
US08513234B2

Reaction notes

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