Hydrochloric Acid → HCID 18727059, compound

HRID 842772Notes

Reaction equation

HRID 842772 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][NH:10][CH:11]1[CH2:16][CH2:15][N:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[N+:23]([O-:25])=[O:24])[CH2:13][CH2:12]1)(C)(C)C.Cl>C(OCC)(=O)C>[N+:23]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[N:14]1[CH2:13][CH2:12][CH:11]([NH:10][CH2:9][CH2:8][NH2:7])[CH2:16][CH2:15]1)([O-:25])=[O:24]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18727100HCID 18727100, compound

Product 1

HCID 18727059HCID 18727059, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 9 (576 mg, 1.66 mmol) in ethyl acetate (50 mL) was cooled to 0° C. and treated with anhydrous HCl (5 min). The mixture was. stirred at room temperature (2 h). The solvent was removed in vacuo and the residue disolved in dichloromethane and sodium carbonate solution. The aqueous layer was extracted with two additional portions of dichloromethane. The combined organic extracts were washed with brine, dried over Na2SO4, and concentrated under reduced pressure to afford the title compound (10). The crude product was used directly.

Workup

  1. customThe solvent was removed in vacuo
  2. extractionThe aqueous layer was extracted with two additional portions of dichloromethane
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-fc068f8f6a98425c87c7912bb1ea067d
Source dataset
uspto-grants-2002_04
Patent number
US06376503B1

Reaction notes

Loading…