HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 473141Generated: October 30, 2026
Diisopropylethylamine → HCID 66614853, compound
https://huagongshe.com/reaction/473141
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1H-Pyrazole-1-carboxylicacid,3-amino-5-methyl-,1,1-dimethylethylester | HCID 11321537 | — |
| Reactant | 4-Chloro-2-(difluoro(5-fluoropyridin-2-yl)methyl)-7-methoxyquinazoline | HCID 86662695 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66614853 | HCID 66614853 | 22.8% |
Reaction Steps
To 4-chloro-2-(difluoro(5-fluoropyridin-2-yl)methyl)-7-methoxyquinazoline (355 mg, 0.91 mmol) in DMF (5.0 mL) at rt were added tert-butyl 3-amino-5-methyl-1H-pyrazole-1-carboxylate (0.448 g, 2.27 mmol) and DIEA (0.40 mL, 2.3 mmol), and the mixture was stirred at rt for 3 h. The mixture was purified by preparative reverse-phase HPLC using TFA as a modifier, and the fractions containing the desired product were neutralized with saturated aq NaHCO3 and extracted with EtOAc (100 mL). The organic layer was separated, washed with brine (2×10 mL), dried over MgSO4, filtered, and concentrated under reduced pressure to afford tert-butyl 3-(2-(difluoro(5-fluoropyridin-2-yl)methyl)-7-methoxyquinazolin-4-ylamino)-5-methyl-1H-pyrazole-1-carboxylate as a clear oil (104 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08633207B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-07cc98f28b644b879f27e7422a20608e |
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| Source note | uspto-grants-2014_01 |
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