Hydrochloric Acid → n-[5-(4,4-Dimethyl-2,5-dioxo-3-pyridin-4-ylmethyl-imidazolidin-1-yl)-2-isopropyl-phenyl]-2-chloro-acetamide

HRID 2356942Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[C:4]([N:11]2[C:15](=[O:16])[C:14]([CH3:18])([CH3:17])[N:13]([CH2:19][C:20]3[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=3)[C:12]2=[O:26])[CH:5]=[CH:6][C:7]=1[CH:8]([CH3:10])[CH3:9].CCN(C(C)C)C(C)C.[Cl:36][CH2:37][C:38](Cl)=[O:39].Cl>ClCCCl>[CH3:18][C:14]1([CH3:17])[C:15](=[O:16])[N:11]([C:4]2[CH:5]=[CH:6][C:7]([CH:8]([CH3:9])[CH3:10])=[C:2]([NH:1][C:38](=[O:39])[CH2:37][Cl:36])[CH:3]=2)[C:12](=[O:26])[N:13]1[CH2:19][C:20]1[CH:21]=[CH:22][N:23]=[CH:24][CH:25]=1

Participants

Conditions

Temperature: -20 °C

Procedure

1.37 mg (3.89 mmol) 3-(3-amino-4-isopropyl-phenyl)-5,5-dimethyl-1-pyridin-4-ylmethyl-imidazolidine-2,4-dione and 528 mg (4.08 mmol) Hünig's base were dissolved in 50 ml 1,2-dichloroethane. The mixture was cooled to −20° C. and treated with a solution of 439 mg (3.89 mmol) chloroacetylchlorid in 20 ml 1,2-dichloroethane. After stirring 1 h at 0° C., 25 ml ethanolic hydrochloric acid were added and the mixture evaporated to dryness. The raw material, containing huening's base hydrochloride was used without further purification.

Workup

customthe mixture evaporated to dryness
additionThe raw material, containing huening's base hydrochloride
customwas used without further purification

Sources & evidence

ORD record: ord-1a9e51d6e0f94d7f973c7cf5930e1bdb
Source dataset: uspto-grants-2010_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07759379B2

Reaction notes

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