HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → 3'-Chloro-4'-fluoro-4-hydroxy-biphenyl-3-carboxylic acid (2-biphenyl-4-yl-1(S)-methylcarbamoyl-ethyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 3-(Biphenyl-4-yl)-(2S)-[(3'-chloro-4'-fluoro-4-hydroxy-biphenyl-3-carbonyl)-amino]-propionic Acid Methyl Ester | HCID 11386560 | — |
| Reactant | 3-(Biphenyl-4-yl)-(2S)-[(3'-chloro-4'-fluoro-4-hydroxy-biphenyl-3-carbonyl)-amino]-propionic acid | HCID 58717651 | — |
| Reactant | TMSBr TFA DCM | HCID 86597135 | — |
| Product | 3'-Chloro-4'-fluoro-4-hydroxy-biphenyl-3-carboxylic acid (2-biphenyl-4-yl-1(S)-methylcarbamoyl-ethyl)-amide | HCID 59852595 | — |
Reaction Steps
Resin bound 3-(Biphenyl-4-yl)-(2S)-[(3′-chloro-4′-fluoro-4-hydroxy-biphenyl-3-carbonyl)-amino]-propionic acid (30 mg, 0.09 mmol) prepared from resin bound 3-(Biphenyl-4-yl)-(2S)-[(3′-chloro-4′-fluoro-4-hydroxy-biphenyl3-carbonyl)-amino]-propionic acid methyl ester following general procedure C, was reacted with methyl amine in THF(0.45 mmol) as described in general procedure A, then cleaved with TMSBr/TFA/DCM (1:1:5) at rt for 4 h. The residue obtained after removing the solvent was purified by chromatography to give the title compound. (36 mg). LC/MS (m/z): 503 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07459472B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-ad4486667faf474c95cc4dafd31bef55 |
| Source note | uspto-grants-2008_12 |