HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1184871Generated: November 1, 2026
Diisopropylethylamine → N-(4-bromo-3-nitrophenyl)-3-(2-cyanopropan-2-yl)benzamide
https://huagongshe.com/reaction/1184871
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Bromo-3-nitroaniline | HCID 612299 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 3-(2-Cyanopropan-2-yl)benzoic acid | HCID 57149538 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(4-bromo-3-nitrophenyl)-3-(2-cyanopropan-2-yl)benzamide | HCID 67125575 | 249.8% |
Reaction Steps
A solution of 3-(2-cyanopropan-2-yl)benzoic acid 3 (436 mg, 2.304 mmol), HATU (1.051 g, 2.76 mmol) and DIPEA (0.762 mL, 4.61 mmol) in DMF (9 mL) was stirred 15 min at rt. 4-bromo-3-nitroaniline (200 mg, 0.922 mmol) was added and stirred overnight at 60° C. The reaction mixture was cooled to rt and extracted with CH2Cl2. Organic layer was washed (3×) with water, dried and evaporated. Purification by chromatography heptane:EtOAc (1:1) gave N-(4-bromo-3-nitrophenyl)-3-(2-cyanopropan-2-yl)benzamide 61 (894 mg, 89%). (m/z)=388 and 390 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08669256B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-7e302f0d58dd47a98260c33f41f27f87 |
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| Source note | uspto-grants-2014_03 |
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