Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Bromoacetic Acid | HCID 6227 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | HCID 69295014 | HCID 69295014 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 11245479 | HCID 11245479 | 117% |
Reaction Steps
Bromoacetic acid (3.4 g) was dissolved in 50 ml of methylene chloride. 2.3 g of triethyamine was added to the resultant solution and cooled to −40 to −45° C. Then, 2.66 g of ethyl chloroformate was added dropwise to the resultant solution and stirred at −40 to −45° C. for 4 hours. 3.0 g of (R)-2-(4-methoxyphenyl-3-aminosulfonyl-phenyl)-1-methylethylamine was added to the resultant product and stirred at −40 to −45° C. for 1.5 hours. Then, 50 ml of 10% HCl were added to the resultant solution and stirred. The organic layer was separated and washed with 50 ml of 10% K2CO3 solution and dried over MgSO4, and then, filtered and concentrated. The obtained concentrate was dissolved in methanol and recrystallized with hexane to obtain the title compound as a white solid (4.0 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07329780B2 |
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| Source dataset | uspto-grants-2008_02 |
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| ORD ID | ord-eaacd5416713487f81dc0dc777bb8e1c |
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| Source note | uspto-grants-2008_02 |
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