Potassium Carbonate → 8-{2-[2-(2-Methyl-pyrrolidin-1-yl)-ethyl]-benzofuran-5-yl}-6,7-dihydro-5H-1,4,8a-triaza-s-indacene

HRID 2251126Notes

Reaction equation

[N:1]1[N:12]2[C:4]([N:5]=[C:6]3[C:10](=[C:11]2[C:13]2[CH:14]=[CH:15][C:16]4[O:20][C:19]([CH2:21][CH2:22]OS(C)(=O)=O)=[CH:18][C:17]=4[CH:28]=2)[CH2:9][CH2:8][CH2:7]3)=[CH:3][CH:2]=1.[CH3:29][CH:30]1[CH2:34][CH2:33][CH2:32][NH:31]1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH3:29][CH:30]1[CH2:34][CH2:33][CH2:32][N:31]1[CH2:22][CH2:21][C:19]1[O:20][C:16]2[CH:15]=[CH:14][C:13]([C:11]3[N:12]4[C:4](=[CH:3][CH:2]=[N:1]4)[N:5]=[C:6]4[C:10]=3[CH2:9][CH2:8][CH2:7]4)=[CH:28][C:17]=2[CH:18]=1

Participants

Conditions

Temperature: 70 °C

Procedure

Methanesulfonic acid 2-[5-(6,7-dihydro-5H-1,4,8a-triaza-s-indacen-8-yl)-benzo-furan-2-yl]-ethyl ester (0.085 mmol) was dissolved in acetonitrile (2 ml) followed by addition of 2-methylpyrrolidine (0.85 mmol) and potassium carbonate (0.425 mmol) and heated to 70° C. for 24 hours. The reaction was cooled, filtered and concentrated. The residue was purified via preparative HPLC to give the title compound.

Workup

temperatureThe reaction was cooled
filtrationfiltered
concentrationconcentrated
customThe residue was purified via preparative HPLC

Sources & evidence

ORD record: ord-b8341a033889438db7344175aaddd330
Source dataset: uspto-grants-2008_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07319103B2

Reaction notes

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