Hydrochloric Acid → HCID 67287767, compound

HRID 403277Notes

Reaction equation

HRID 403277 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][CH:14]2[CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15]2)[CH2:9]1)=[O:7].Cl>CO.O1CCOCC1>[NH:16]1[CH2:15][CH:14]([NH:13][C@H:10]2[CH2:11][CH2:12][N:8]([C:6]([C:2]3[S:1][CH:5]=[CH:4][N:3]=3)=[O:7])[CH2:9]2)[CH2:17]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67475266HCID 67475266, compound

Product 1

HCID 67287767HCID 67287767, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of compound 1f (3 g, 8.52 mmol) in MeOH (10 mL) was added an HCl solution in dioxane (4M, 20 mL) at room temperature. The mixture was stirred at room temperature for 4 h. The solvent was removed by evaporation. Ether (50 mL) was added to the residue. The white solid was collected by filtration, washed with hexanes, and dried under vacuum. The crude compound 1g was used in the next reaction without further purification. MS m/z (M+H+) 253.

Workup

  1. customThe solvent was removed by evaporation
  2. additionEther (50 mL) was added to the residue
  3. filtrationThe white solid was collected by filtration
  4. washwashed with hexanes
  5. customdried under vacuum
  6. customThe crude compound 1g was used in the next reaction without further purification

Sources & evidence

ORD record
ord-bb62326a9aaf4d368f34b1e2b7e30128
Source dataset
uspto-grants-2014_06
Patent number
US08748417B2

Reaction notes

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