Hydrochloric Acid → HCID 67287646, compound

HRID 403275Notes

Reaction equation

HRID 403275 reaction equation
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]([N:8]1[CH2:12][CH2:11][C@H:10]([NH:13]C(=O)OC(C)(C)C)[CH2:9]1)=[O:7].Cl>CO.O1CCOCC1>[NH2:13][C@H:10]1[CH2:11][CH2:12][N:8]([C:6]([C:2]2[S:1][CH:5]=[CH:4][N:3]=2)=[O:7])[CH2:9]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67473779HCID 67473779, compound

Product 1

HCID 67287646HCID 67287646, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of compound 1c (5.5 g, 18.52 mmol) in MeOH (30 mL) was added an HCl solution in dioxane (4M, 50 mL) at room temperature. The mixture was stirred at room temperature for 4 h. The solvent was removed by evaporation. Ether (100 mL) was added to the residue. The resultant white solid was collected by filtration, washed with hexanes, and dried under reduced pressure. The crude compound 1d was used in the next reaction without further purification. MS m/z (M+H+) 198.

Workup

  1. customThe solvent was removed by evaporation
  2. additionEther (100 mL) was added to the residue
  3. filtrationThe resultant white solid was collected by filtration
  4. washwashed with hexanes
  5. customdried under reduced pressure
  6. customThe crude compound 1d was used in the next reaction without further purification

Sources & evidence

ORD record
ord-74805838354e423caf194a4eee7c5368
Source dataset
uspto-grants-2014_06
Patent number
US08748417B2

Reaction notes

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