Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3,5-Diamino-2-methylbenzoic acid | HCID 135524 | — |
| Reactant | HCID 10163948 | HCID 10163948 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58804653 | HCID 58804653 | — |
Reaction Steps
To a solution of the compound prepared in Reference Example 3 which prepared by the same procedure as described in Example 3 using the compound prepared in Reference Example 2 (150 mg) in dichloromethane (5 mL) was added methyl 3,4-diaminobenzoate (160 mg) and triethylamine (0.34 mL). The reaction mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated. To a solution of the obtained residue in toluene (10 mL) was added p-toluenesulfonate (50 mg). The reaction mixture was refluxed overnight. Saturated aqueous solution of sodium hydrogen carbonate was added to the reaction mixture, which was extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous sodium sulfate and concentrated. The obtained residue was washed with diisopropyl ether to give the compound of the present invention (99 mg) having the following physical data.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07179817B2 |
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| Source dataset | uspto-grants-2007_02 |
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| ORD ID | ord-593cdc7081ce47a680d70be8f366ebe8 |
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| Source note | uspto-grants-2007_02 |
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