Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methyl 3,5-diaminobenzoate | HCID 7010431 | — |
| Reactant | 5-Bromo-2-chloro-4-(prop-2-ynyloxy)pyrimidine | HCID 58891029 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 57593287 | HCID 57593287 | 60.4% |
Reaction Steps
A mixture of 5-bromo-2-chloro-4-(prop-2-ynyloxy)pyrimidine (15 g), methyl 3,5-diaminobenzoate (45 g) and concentrated hydrochloric acid (15 ml) in methanol (600 ml) was stirred at 65° C. for 8 h. After concentration to half the volume water was added and the precipitate collected by filtration. The precipitate then was treated with sodium hydroxide solution (1 n) and dichloromethane. The organic phase then was washed with water and brine, dried (Na2SO4) and evaporated to dryness to give the title compound (13.8 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07504410B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-01a4b9c186eb4e21abd5dce0df225a6e |
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| Source note | uspto-grants-2009_03 |
|---|