Hydrochloric Acid → HCID 178454572, compound

HRID 518749

Reaction equation

HRID 518749 reaction equation
[NH2:1][C@@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][C:9](=[O:15])OC(C)(C)C)[CH2:4][CH2:3]1.[C:16](OC(=O)C(C)C)(=O)[CH:17](C)[CH3:18].[ClH:27].O1CCOCC1>C(Cl)Cl>[ClH:27].[NH2:1][C@@H:2]1[CH2:3][CH2:4][C@H:5]([NH:8][C:9](=[O:15])[CH:17]([CH3:18])[CH3:16])[CH2:6][CH2:7]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7346Isobutyric anhydrideHCID 312751,4-DioxaneHCID 178418966HCID 178418966, compound

Product 1

HCID 178454572HCID 178454572, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl cis-4-aminocyclohexylcarbamate (500 mg, 2.333 mmol) in DCM (20 mL) was added isobutyric anhydride (0.407 mL, 2.450 mmol). The solution was stirred overnight at RT. After 16 hours, 4 M HCl in dioxane (2.333 mL, 9.33 mmol) was added, and the reaction was stirred at RT overnight. The resulting white precipitate was collected by vacuum filtration and dried in vacuo to generate N-(cis-4-aminocyclohexyl)isobutyramide hydrochloride as an off-white powder (508 mg, 99% yield).

Workup

  1. waitAfter 16 hours
  2. stirringthe reaction was stirred at RT overnight
  3. filtrationThe resulting white precipitate was collected by vacuum filtration
  4. customdried in vacuo

Sources & evidence

ORD record
ord-1b50403a11734cafaf032c6addf143c1
Source dataset
uspto-grants-2015_08
Patent number
US09115127B2

Linked notes

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