HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38523Generated: October 25, 2026
Hydrochloric Acid → Ethyl 4-[(3-chloro-4-fluorophenyl)amino]-5,7-dihydro-6H-pyrrolo[3',4':4,5]thieno[2,3-d]pyrimidine-6-carboxylate
https://huagongshe.com/reaction/38523
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 3-Chloro-4-fluoroaniline | HCID 9708 | — |
| Reactant | Ethyl12-chloro-7-thia-4,9,11-triazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene-4-carboxylate | HCID 58116864 | — |
| Catalyst | 1,4-Dioxane | HCID 31275 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | Ethyl 4-[(3-chloro-4-fluorophenyl)amino]-5,7-dihydro-6H-pyrrolo[3',4':4,5]thieno[2,3-d]pyrimidine-6-carboxylate | HCID 58116867 | 121.2% |
Reaction Steps
Ethyl 4-chloro-5,7-dihydro-6H-pyrrolo[3′,4′:4,5]thieno[2,3-d]pyrimidine-6-carboxylate from Example 21A (250 mg, 0.88 mmol) was dissolved in 2-propanol (2 mL). 3-Chloro-4-fluoroanilin (135 mg, 0.93 mmol) and a 4 M solution of gaseous hydrogen chloride in dioxane (11 μL, 0.04 mmol) were added, and the mixture was heated to 80° C. overnight. The precipitate was collected by suction filtration to yield 419 mg of the crude product (70% purity, 83% yield), which was used in the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08524722B2 |
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| Source dataset | uspto-grants-2013_09 |
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| ORD ID | ord-36e09b5a15964098b25b59eac5145b24 |
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| Source note | uspto-grants-2013_09 |
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