Hydrochloric Acid → HCID 18433604, compound

HRID 2306272Notes

Reaction equation

HRID 2306272 reaction equation
CS([O:5][C:6]1[CH:15]=[C:14]2[C:9]([CH:10]=[CH:11][C:12]([Br:24])=[C:13]2[NH:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[CH:8][CH:7]=1)(=O)=O.CC(C)([O-])C.[K+].Cl>CS(C)=O.O>[Br:24][C:12]1[CH:11]=[CH:10][C:9]2[C:14](=[CH:15][C:6]([OH:5])=[CH:7][CH:8]=2)[C:13]=1[NH:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 18433633HCID 18433633, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 18433604HCID 18433604, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Procedure

To a stirred solution of 2-bromo-1-(tert-butoxycarbonylamino)naphth-7-yl methanesulfonate, as described above in Step E, (5.87 g, 14.09 mmol) in DMSO (70 mL) was added potassium tert-butoxide (5.17 g, 42.27 mmol) in one portion. The reaction mixture was stirred at ambient temperature for 1 hour, then neutralized with aqueous HCl, diluted with water and extracted with Et2O (2×). The combined organic extracts were washed with water (3×), dried over Na2SO4, filtered and concentrated in vacuo, to yield the above-titled compound.

Workup

  1. extractionextracted with Et2O (2×)
  2. washThe combined organic extracts were washed with water (3×)
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b4a8fee4f71c4fa9a07cc2a6c3bb2828
Source dataset
uspto-grants-2002_08
Patent number
US06441017B1

Reaction notes

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