Hydrochloric Acid → HCID 58990147, compound

HRID 2261882Notes

Reaction equation

HRID 2261882 reaction equation
Cl.[NH2:2][C:3](=NO)[C:4]1[CH:5]=[C:6]([CH:19]=[C:20]([N:22]([CH3:27])[S:23]([CH3:26])(=[O:25])=[O:24])[CH:21]=1)[C:7]([NH:9][C@@H:10]([C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1)[CH3:11])=[O:8].[CH3:30][CH2:31][OH:32]>C(Cl)Cl>[CH2:31]([O:32][C:3]([C:4]1[CH:21]=[C:20]([N:22]([CH3:27])[S:23]([CH3:26])(=[O:25])=[O:24])[CH:19]=[C:6]([C:7]([NH:9][C@@H:10]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)[CH3:11])=[O:8])[CH:5]=1)=[NH:2])[CH3:30]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 86615673HCID 86615673, compound2×

Product 1

HCID 58990147HCID 58990147, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

Gaseous HCl was bubbled through a solution of 3-[-amino(hydroxyimino)methyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]-5-[methyl(methylsulfonyl)amino]benzamide (0.038 g, 0.090 mmol) (Intermediate XI) in 1 mL CH2Cl2 and 1 mL EtOH at 0° C. for 2 min. After stirring at 0° C. for 2.5 h, the reaction was warmed to rt for 18 h. Concentrated, redissolved residue in 4 mL Et2O, cooled to 0° C. and bubbled ammonia through reaction for 1 min. Concentrated and used without further purification for next step.

Workup

  1. temperaturethe reaction was warmed to rt for 18 h
  2. concentrationConcentrated
  3. dissolutionredissolved residue in 4 mL Et2O
  4. temperaturecooled to 0° C.
  5. custombubbled ammonia
  6. customthrough reaction for 1 min
  7. concentrationConcentrated
  8. customused without further purification for next step

Sources & evidence

ORD record
ord-9a1ba23b773346b69b8ef138651b48f9
Source dataset
uspto-grants-2010_12
Patent number
US07847100B2

Reaction notes

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