HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → N'-[2-(6-bromopyridin-2-yl)acetyl]cyclopropanecarbohydrazide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Cyclopropanecarbohydrazide | HCID 81396 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(6-Bromopyridin-2-yl)acetic acid | HCID 46835714 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N'-[2-(6-bromopyridin-2-yl)acetyl]cyclopropanecarbohydrazide | HCID 59525662 | — |
Reaction Steps
(6-Bromopyridin-2-yl)acetic acid (Example 235, Step 2) (41% wt, 1.50 g, 2.85 mmol), EDC (1.64 g, 8.54 mmol), HOBT (872 mg, 5.69 mmol), and cyclopropanecarboxylic acid hydrazide (570 mg, 5.69 mmol) were combined in DMF (15 mL), and DIEA (994 μL, 5.69 mmol) was added. The reaction was stirred overnight at room temperature. After evaporation of the DMF, the residue was diluted with water and extracted with 5:1 CH2Cl2:MeOH (3×). The combined organic layers were dried (MgSO4), filtered, and evaporated. The solid residue was triturated with CH2Cl2 and filtered to isolate the title compound as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367706B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-423767529ffe4003869c2da08357e86f |
| Source note | uspto-grants-2013_02 |