HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 549259Generated: October 29, 2026
Dimethylformamide → HCID 67158600, compound
https://huagongshe.com/reaction/549259
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Nicotinoyl chloride | HCID 82604 | — |
| Reactant | HCID 67157979 | HCID 67157979 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67158600 | HCID 67158600 | 53% |
Reaction Steps
310 mg (0.65 mmol) of 4-(5-{4-[5-(2-isobutylaminoethyl)-2-methyl-thiazol-4-yl]phenoxy}pentyloxy)-benzonitrile compound (14b) obtained in Preparative Example 6-1 was added to 20 ml of dimethylformamide, and the mixture was cooled to 0°. To the mixture, 139 mg (0.78 mmol) of nicotinoyl chloride and 65 mg (1.62 mmol) of sodium hydride were added, and the mixture was stirred at room temperature 8 hrs. The reaction solution was diluted with ethyl acetate, and washed with purified water. The organic layer was dried over anhydrous magnesium sulfate, the solvent was removed therefrom, and the residue was purified by column chromatography using ethyl acetate:n-hexane:methanol=7:5:1 as an eluent to obtain 200 mg (yield: 53%) of a title compound (29).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07943646B2 |
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| Source dataset | uspto-grants-2011_05 |
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| ORD ID | ord-5de062a04cd042b39085dfdafde63c63 |
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| Source note | uspto-grants-2011_05 |
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