HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(4-Tert-butylphenoxy)acetic acid → 2-[2-(4-Tert-butyl-phenoxy)-acetylamino]-isonicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(4-Tert-butylphenoxy)acetic acid | HCID 15718 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Aminoisonicotinamide | HCID 351653 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[2-(4-Tert-butyl-phenoxy)-acetylamino]-isonicotinamide | HCID 44218653 | 56.5% |
Reaction Steps
A solution of 4-tert-butylphenoxy acetic acid (60.1 mg, 0.29 mmol), 2-amino isonicotinamide (60.3 mg, 0.44 mmol), DIPEA (0.1 ml, 0.58 mmol) and PyBOP (301.8 mg, 0.58 mmol) in DMF 4.0 mL was stirred, then partitioned between ethyl acetate and water. The organic phase was washed with brine, dried over anhydrous MgSO4, and concentrated. The residue was purified by Prep-TLC (n-Hexane:EtoAc:MeOH=6:3:1) to give 2-[2-(4-tert-butyl-phenoxy)-acetylamino]-isonicotinamide as a white solid (53.6 mg, 56.5% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394799B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-a0d3027d71c24f2ea89ebae75ab096c4 |
| Source note | uspto-grants-2013_03 |