Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanolamine | HCID 700 | — |
| Reactant | Benzocaine | HCID 2337 | — |
| Reactant | 4,6-Dichloropyrimidine | HCID 70943 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | HCID 53259305 | HCID 53259305 | 67% |
Reaction Steps
100 mg of 4,6-dichloropyrimidine, 122 mg of ethyl-4-aminobenzoate and 103 mg of DIPEA were dissolved in 1 mL of n-BuOH and the mixture obtained was charged into a microwave vial and the vial obtained was kept in a heating block at 120° C. for 6 hours. The reaction was monitored by TLC and was completed within 6 hours. The mixture obtained was cooled to r.t., 61 mg of ethanolamine and 139 mg of DIPEA were added and the mixture obtained was heated under microwave irradiation for an hour at 200° C. The reaction was finished and crude product was obtained by evaporating n-BuOH. Purification was carried out by column chromatography using EtOAc: MeOH 20:1. Ethyl 4-(6-(2-hydroxyethylamino)pyrimidin-4-ylamino)benzoate in the form of a colorless solid was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08986994B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-6b3442a0d189461a9c44fa29b254e264 |
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| Source note | uspto-grants-2015_03 |
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