Hydrochloric Acid → HCID 178457872, compound

HRID 518709Notes

Reaction equation

HRID 518709 reaction equation
[CH:1]([NH:4][C:5]([C@@H:7]1[CH2:12][CH2:11][C@H:10]([NH:13]C(=O)OC(C)(C)C)[CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2].[ClH:21].O1CCOCC1>C(Cl)Cl>[ClH:21].[NH2:13][C@@H:10]1[CH2:9][CH2:8][C@H:7]([C:5]([NH:4][CH:1]([CH3:3])[CH3:2])=[O:6])[CH2:12][CH2:11]1

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 312751,4-DioxaneHCID 178457873HCID 178457873, compound

Product 1

HCID 178457872HCID 178457872, compoundYield 102%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl cis-4-(isopropylcarbamoyl)cyclohexylcarbamate (39.11 g, 138 mmol) in DCM (400 mL) was added 4 M HCl in dioxane (138 mL, 550 mmol), and 0.5 mL concentrated HCl. The reaction was stirred vigorously overnight at RT. A large amount of white precipitate had formed in the flask and it was collected by vacuum filtration, washed with DCM, and dried in vacuo, to generate cis-4-amino-N-isopropylcyclohexanecarboxamide hydrochloride as a white powder (31.08 g, 102% yield).

Workup

  1. customA large amount of white precipitate had formed in the flask and it
  2. filtrationwas collected by vacuum filtration
  3. washwashed with DCM
  4. customdried in vacuo

Sources & evidence

ORD record
ord-5e387a96b15443208e120eacce3fbf66
Source dataset
uspto-grants-2015_08
Patent number
US09115127B2

Reaction notes

Loading…