HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2-[2-(4-Tert-butyl-phenoxy)-acetylamino]-isonicotinic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2-(4-Tert-butylphenoxy)acetic acid | HCID 15718 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Aminoisonicotinamide | HCID 351653 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Product | 2-[2-(4-Tert-butyl-phenoxy)-acetylamino]-isonicotinic acid methyl ester | HCID 24812097 | 50.3% |
Reaction Steps
A solution of (4-tert-butyl-phenoxy)acetic acid (200.1 mg, 0.96 mmol), 2-amino-isonicotinamide (109.5 mg, 0.72 mmol), DIPEA (0.17 ml, 0.96 mmol) and PyBOP (499.5 mg, 0.96 mmol) in DMF 6.0 mL was stirred, then partitioned between ethyl acetate and water. The organic phase was purified by preparative TLC(Hexane:EtoAC:MeOH=15:3:1) to give 2-[2-(4-tert-butyl-phenoxy)-acetylamino]-isonicotinic acid methyl ester as a white solid (124.0 mg, 50.3% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394799B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-36b99e1d20c54840a42e6cbee3b2a6b5 |
| Source note | uspto-grants-2013_03 |