HCID 18727102, compound → HCID 18727062, compound

HRID 842775Notes

Reaction equation

HRID 842775 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[CH3:23])[CH2:13][CH2:12]1)(C)(C)C.Cl.CCOC(C)=O>C(OCC)(=O)C>[C:18]1([CH3:23])[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[N:14]1[CH2:15][CH2:16][CH:11]([NH:10][CH2:9][CH2:8][NH2:7])[CH2:12][CH2:13]1

Participants

4

Reactant 2

HCID 18727102HCID 18727102, compoundHCID 21866389Hydrogen chloride-ethyl acetate

Product 1

HCID 18727062HCID 18727062, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 15 (115 mg, 0.344 mmol) in ethyl acetate (2 mL) was treated with sat'd HCl/EtOAc solution (3 mL) at room temperature. The mixture was stirred at room temperature (1 h). The solvent was removed in vacuo and the residue dissolved in dichloromethane and sodium carbonate solution. The aqueous layer was extracted with two additional portions of dichloromethane and the combined organic extracts were washed with brine, dried over Na2SO4, and concentrated under reduced pressure to afford the title compound (16). The crude product was used directly.

Workup

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

Sources & evidence

ORD record
ord-1f029c93ed364b91840db5a46e550636
Source dataset
uspto-grants-2002_04
Patent number
US06376503B1

Reaction notes

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