Ammonium Chloride → HCID 86663858, compound

HRID 1022654Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([C@@H:9]2[O:15][CH2:14][CH2:13][N:12]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:11][C@@H:10]2[CH2:23][O:24][CH2:25][C:26](N2CCOCC2)=[O:27])[CH:5]=[CH:6][C:7]=1[Cl:8].[OH2:34].[OH-].[Li+].[Cl-].[NH4+]>C1COCC1.CO.O>[C:19]([O:18][C:16]([N:12]1[CH2:11][C@H:10]([CH2:23][O:24][CH2:25][C:26]([OH:34])=[O:27])[C@H:9]([C:4]2[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=2)[O:15][CH2:14][CH2:13]1)=[O:17])([CH3:21])([CH3:20])[CH3:22]

Participants

Conditions

Temperature: 70 °C

Procedure

To a solution of tert-butyl (6R*,7R*)-7-(3,4-dichlorophenyl)-6-{[2-(morpholin-4-yl)-2-oxoethoxy]methyl}-1,4-oxazepane-4-carboxylate (649 mg) in THF (2.5 mL) and methanol (2.5 mL) was added a solution of lithium hydroxide monohydrate (108 mg) in distilled water (1.5 mL), and the mixture was stirred at 70° C. for 2 hr. Furthermore, a solution of lithium hydroxide monohydrate (108 mg) in distilled water (1.5 mL) was added, the mixture was stirred at 70° C. overnight, and neutralized with aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was washed with distilled water and brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (381 mg).

Workup

stirringthe mixture was stirred at 70° C. overnight
extractionthe mixture was extracted with ethyl acetate
washThe extract was washed with distilled water and brine
dry with materialdried over anhydrous sodium sulfate
customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record: ord-061c6c90cce242779beca0e13edfd1d3
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08722662B2

Reaction notes

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