HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → N-(4-chloro-3-(3-methylpyridin-2-yl)phenyl)-6-(trifluoromethy)-2-methylpyridine-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | N-(4-Chloro-3-iodophenyl)-6-(trifluoromethyl)-2-methylpyridine-3-carboxamide | HCID 66877122 | — |
| Reactant | HCID 178426002 | HCID 178426002 | — |
| Product | N-(4-chloro-3-(3-methylpyridin-2-yl)phenyl)-6-(trifluoromethy)-2-methylpyridine-3-carboxamide | HCID 11661410 | — |
Reaction Steps
N-(4-Chloro-3-iodophenyl)-6-(trifluoromethyl)-2-methylpyridine-3-carboxamide (142 mg, 0.32 mmol) was used in Procedure B with 6-methyl-2-pyridylzinc bromide (1.75 mL, of a 0.5 M in THF). Purified by silica gel chromatography (5-100% Ethyl acetate/Hexanes) to yield N-(4-chloro-3-(3-methylpyridin-2-yl)phenyl)-6-(trifluoromethyl)-2-methylpyridine-3-carboxamide as a white solid: TLC Rf=0.23 (30% ethyl acetate/hexanes); NMR (CDCl3, 400 MHz) δ 8.81 (bs, 1H), 7.95 (dd, 1H), 7.67 (m, 3H), 7.53 (t, 2H), 7.38 (d, 1H), 7.07 (d, 1H), 2.71 (s, 3H), 2.43 (s, 3H); MS (Q1) 406.1 (M)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321761B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-841e9f733a1c4d2fb402682227869dff |
| Source note | uspto-grants-2016_04 |