Hydrochloric Acid → (S)-Perhydro-azepine-2-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide hydrochloride

HRID 336216Notes

Reaction equation

HRID 336216 reaction equation
[ClH:1].C(OC([N:9]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][C@H:10]1[C:16](=[O:27])[NH:17][C:18]1[CH:22]=[C:21]([C:23]([CH3:26])([CH3:25])[CH3:24])[O:20][N:19]=1)=O)(C)(C)C>O1CCOCC1.C(Cl)Cl>[ClH:1].[C:23]([C:21]1[O:20][N:19]=[C:18]([NH:17][C:16]([C@@H:10]2[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][NH:9]2)=[O:27])[CH:22]=1)([CH3:26])([CH3:24])[CH3:25]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58563977(S)-2-(5-tert-Butyl-isoxazol-3-ylcarbamoyl)-perhydro-azepine-1-carboxylic acid tert-butyl ester

Product 1

HCID 86660403(S)-Perhydro-azepine-2-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide hydrochloride

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
0 °C

Procedure

HCl in dioxane (10.0 mL) is added slowly at 0° C. to a solution of (S)-2-(5-tert-butyl-isoxazol-3-ylcarbamoyl)-perhydro-azepine-1-carboxylic acid tert-butyl ester (0.70 g, 1.90 mmol) in DCM (15.0 mL). After stirring the reaction mixture at 0° C. for 3 hours, the solvent is removed under reduced pressure to afford the title product that is used in the next step without further purification.

Workup

  1. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-7bbcfb5178c749599c07db71e04a255f
Source dataset
uspto-grants-2014_11
Patent number
US08889670B2

Reaction notes

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