HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1362885Generated: October 29, 2026
Hydrochloric Acid → Ethyl 4-({5-fluoro-4-[(2-{[(1 methylethyl)amino]carbonyl}phenyl)amino]-2 pyrimidinyl}amino)benzoate
https://huagongshe.com/reaction/1362885
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Benzocaine | HCID 2337 | — |
| Reactant | 2-[(2-chloro-5-fluoro-4-pyrimidinyl)amino]-N-(1-methylethyl)benzamide | HCID 86621814 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | Ethyl 4-({5-fluoro-4-[(2-{[(1 methylethyl)amino]carbonyl}phenyl)amino]-2 pyrimidinyl}amino)benzoate | HCID 57974136 | 77.4% |
Reaction Steps
To the solution of 2-[(2-chloro-5-fluoro-4-pyrimidinyl)amino]-N-(1-methylethyl)benzamide (1.0 g, 3.25 mmol) in isopropanol (30 mL) was added ethyl 4-aminobenzoate (0.59 g, 3.57 mmol, 1.1 eq) followed 0.2 mL of 12N HCl. The reaction mixture was sealed in vessel and heated in a 95° C. oil bath for 16 h. The reaction was cooled to room temperature then white solid was precipitated. The white solid was collected by filtration and washed with cooled isopropyl alcohol (3×5 mL) to give the titled compound (1.1 g, 77% yield). MS: M(C23H23FN5O3)=437.47, (M+H)+=438
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07884098B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-b8b89bbd5c4441ba8e425a05f66198c7 |
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| Source note | uspto-grants-2011_02 |
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