Hydrochloric Acid → HCID 53354797, compound

HRID 1037959Notes

Reaction equation

HRID 1037959 reaction equation
[CH:1]1([NH:6][C:7](=[O:26])[NH:8][CH:9]([C:11]2[S:15][C:14]([C:16]([NH:18][O:19]C3CCCCO3)=[O:17])=[CH:13][CH:12]=2)[CH3:10])[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl>C1COCC1.O1CCOCC1>[CH:1]1([NH:6][C:7](=[O:26])[NH:8][CH:9]([C:11]2[S:15][C:14]([C:16]([NH:18][OH:19])=[O:17])=[CH:13][CH:12]=2)[CH3:10])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58418210HCID 58418210, compound

Product 1

HCID 53354797HCID 53354797, compoundYield 16%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 5-(1-(3-cyclopentylureido)ethyl)-N-(tetrahydro-2H-pyran-2-yloxy)thiophene-2-carboxamide obtained in step 3 was dissolved in THF (1 mL) was added 4.0 M HCl in dioxane (0.25 mL). The reaction was stirred for 4 hours at room temperature, evaporated to dryness, redissolved in DMSO (1 mL) and purified on Agilent 1100 LC/MSD instrument to afford the title compounds as a white solid (2.7 mg, 16%) LC-MS: (FA) ES+ 298.

Workup

  1. customevaporated to dryness
  2. dissolutionredissolved in DMSO (1 mL)
  3. custompurified on Agilent 1100 LC/MSD instrument

Sources & evidence

ORD record
ord-a669c75a256144438565c8d38124be3d
Source dataset
uspto-grants-2013_10
Patent number
US08546588B2

Reaction notes

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