2-Aminoindane → HCID 68106973, compound

HRID 243808Notes

Reaction equation

[C:1]([C:5]1[CH:6]=[C:7]([CH:22]([OH:27])[C:23]([F:26])([F:25])[F:24])[C:8]([O:20][CH3:21])=[C:9]([NH:11][C:12](=[O:19])OCC(Cl)(Cl)Cl)[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[NH2:28][CH:29]1[CH2:37][C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH2:30]1.C(N(CC)C(C)C)(C)C>C(#N)C>[C:1]([C:5]1[CH:6]=[C:7]([CH:22]([OH:27])[C:23]([F:26])([F:24])[F:25])[C:8]([O:20][CH3:21])=[C:9]([NH:11][C:12]([NH:28][CH:29]2[CH2:37][C:36]3[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=3)[CH2:30]2)=[O:19])[CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

Conditions

Temperature: 110 °C

Procedure

To a solution of 2,2,2-trichloroethyl 5-tert-butyl-2-methoxy-3-(2,2,2-trifluoro-1-hydroxyethyl)phenylcarbamate (0.150 g, 0.331 mmol) and 2-aminoindane (0.053 g, 0.398 mmol) in acetonitrile (1.0 mL), N,N-diisopropylethylamine (0.173 mL, 0.994 mmol) was added, and the mixture was stirred at 110° C. for 18 hours. The reaction mixture was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/n-hexane=0/100-60/40) to obtain 0.133 g of the captioned compound (92% yield).

Workup

customThe reaction mixture was evaporated under reduced pressure
customThe obtained residue was purified by silica gel column chromatography (ethyl acetate/n-hexane=0/100-60/40)

Sources & evidence

ORD record: ord-133fcf9e94e248899e2ac67cb9d751c1
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08653304B2

Reaction notes

Loading…