HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Benzofurancarbonyl chloride → HCID 68710769, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Benzofurancarbonyl chloride | HCID 38949 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | methyl N-[(4'-amino-1,1'-biphenyl-4-yl)sulfonyl]-N-methyl-D-valinate | HCID 59150916 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68710769 | HCID 68710769 | 86.6% |
Reaction Steps
To 0.11 g of methyl N-[(4′-amino-1,1′-biphenyl-4-yl)sulfonyl]-N-methyl-D-valinate in 4 mL dichloromethane cooled in ice bath, was added 0.058 g of 2-benzofurancarbonyl chloride, and N,N-diisopropylethylamine (0.15 mL) was dropped in. The reaction was stirred at room temperature overnightand then diluted with dichloromethane. The organic layer was washed with water, 5% HCl, and brine, dried over sodium sulfate, filtered, concentrated, and purified by column chromatography eluting with hexane:ethyl acetate (2:1) to provide 0.13 g of methyl N-({4′-[(1-benzofuran-2-ylcarbonyl)amino]-1,1′-biphenyl-4-yl}sulfonyl)-N-methyl-D-valinate. Yield 86.6%. m.p. 67-69° C. MS: 521.3 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07420001B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-0587f10292e2495193029e1e95053a0f |
| Source note | uspto-grants-2008_09 |