HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Amino-5-chlorobenzoic acid → HCID 68866789, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Amino-5-chlorobenzoic acid | HCID 12476 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | HCID 68871529 | HCID 68871529 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68866789 | HCID 68866789 | 36.2% |
Reaction Steps
A solution of 2-amino-5-chloro-benzoic acid (1.95 g, 11.38 mmol) in DMF (10.0 mL) was reacted with (2S)-amino-3-(3′-hydroxy-biphenyl-4-yl)propionic acid methyl ester (3.50 g, 11.38 mmol), HBTU (3.98 g, 10.50 mmol), and DIEA (6.08 mL, 34.15 mmol) by the general procedure A. The crude product was purified by flash column chromatography on silical gel using DCM/hexane 85:15 and increasing the gradient to DCM and finally DCM containing 0.25% methanol, to give 1.75 g of (2S)-(2-amino-5-chloro-benzoylamino)-3-(3′-hydroxy-biphenyl-4-yl)propionic acid methyl ester as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07544699B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-6df6825cb500459b90e29097cbfba39f |
| Source note | uspto-grants-2009_06 |