Acetamide → HCID 57970967, compound

HRID 1044364Notes

Reaction equation

Br[C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:12][CH2:11][C:10]3([CH2:17][CH2:16][CH2:15][N:14]([C:18]4[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][N:19]=4)[CH2:13]3)[C:9]2=[O:28])=[C:4]([CH3:29])[CH:3]=1.O1CCOCC1.CN[C@H]1CCCC[C@@H]1NC.[C:46]([NH2:49])(=[O:48])[CH3:47].C(=O)([O-])[O-].[K+].[K+]>[Cu]I>[CH3:29][C:4]1[CH:3]=[C:2]([NH:49][C:46](=[O:48])[CH3:47])[CH:7]=[CH:6][C:5]=1[N:8]1[CH2:12][CH2:11][C:10]2([CH2:17][CH2:16][CH2:15][N:14]([C:18]3[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][N:19]=3)[CH2:13]2)[C:9]1=[O:28]

Participants

Conditions

Temperature: 100 °C

Procedure

To a solution of 2-(4-bromo-2-methylphenyl)-7-[5-(trifluoromethyl)pyridin-2-yl]-2,7-diazaspiro[4.5]decan-1-one (38.1 mg, 0.0000814 mol), in 1,4-dioxane (0.5 mL, 0.006 mol) was added (1S,2S)-N,N′-dimethylcyclohexane-1,2-diamine (2.3 mg, 0.000016 mol), copper(I) iodide (1.6 mg, 0.0000081 mol), acetamide (9.6 mg, 0.00016 mol), and potassium carbonate (23.6 mg, 0.000171 mol) and the mixture was stirred at 100° C. overnight. The product was purified by prep-HPLC. LC-MS: 447.2 (M+H)+.

Workup

customThe product was purified by prep-HPLC

Sources & evidence

ORD record: ord-eb138c29e3714eb5afc801992a116e6e
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08563570B2

Reaction notes

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