Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Chloronicotinonitrile | HCID 81079 | — |
| Reactant | (R)-5-Amino-3-(N-methylpyrrolidin-2-ylmethyl)-1H-indole | HCID 10376533 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19040758 | HCID 19040758 | 32% |
Reaction Steps
(R)-5-Amino-3-(N-methylpyrrolidin-2-ylmethyl)-1H-indole and 2-chloronicotinonitrile were used. Sodium carbonate were used as base. N,N-dimethylformamide was used as solvent, and the reaction was heated at 110° C. for 20 hours. Column chromatography afforded the title compound (32%) as an orange amorphous solid: Rf =0.4 in 9:1:0.1 [methylene chloride/methanol/ammonium hydroxide]; 13C NMR (CDCl3) δ157.7, 152.7, 141.7, 134.2, 129.8, 128.1, 123.1, 122.2, 118.7, 116.8, 113.6, 113.2, 111.5, 102.2, 66.6, 57.5, 40.8, 31.5, 30.0, 21.9; FAB HRMS calculated for [C20H21N5.H]332.2073, found 332.1871.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05639752 |
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| Source dataset | uspto-grants-1997_06 |
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| ORD ID | ord-0da0dc74ad144431b590cc33503dc19e |
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| Source note | uspto-grants-1997_06 |
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