HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1924765Generated: October 31, 2026
Dimethylformamide → 5-(1H-pyrazol-4-yl)thiazolo[5,4-b]pyridin-2-amine
https://huagongshe.com/reaction/1924765
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole | HCID 2774010 | — |
| Reactant | 5-Bromo-[1,3]thiazolo[5,4-b]pyridin-2-amine | HCID 45789977 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-(1H-pyrazol-4-yl)thiazolo[5,4-b]pyridin-2-amine | HCID 58015378 | — |
Reaction Steps
To a microwave vial, 5-bromothiazolo[5,4-b]pyridin-2-amine (1B, 100 mg, 1.0 equivalent), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (5A, 2.0 equivalent), Na2CO3 (4.0 equivalents), DMF (0.15 M) and H2O (0.73 M) were added. While mixture was under N2, Pd(PPh3)4 was added and the mixture was then heated in a microwave for 3 h at 150° C. The crude mixture was filtered, and purified by preparatory LCMS. Intermediate 5-(1H-pyrazol-4-yl)thiazolo[5,4-b]pyridin-2-amine (5B) was obtained as a white solid. ESI-MS: m/z 218.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08178555B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-bca760025d914d05bc9707ee8b66368a |
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| Source note | uspto-grants-2012_05 |
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