HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1184878Generated: November 2, 2026
Diisopropylethylamine → 2-chloro-N-(2-methyl-5-(3-(trifluoromethyl)benzamido)phenyl)thieno[2,3-b]pyrazine-6-carboxamide
https://huagongshe.com/reaction/1184878
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | N-(3-amino-4-methylphenyl)-3-(trifluoromethyl)benzamide | HCID 11529455 | — |
| Reactant | 2-Chlorothieno[2,3-b]pyrazine-6-carboxylic acid | HCID 86680166 | — |
| Solvent | Citric Acid | HCID 311 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-chloro-N-(2-methyl-5-(3-(trifluoromethyl)benzamido)phenyl)thieno[2,3-b]pyrazine-6-carboxamide | HCID 86680175 | 78% |
Reaction Steps
A solution of 2-chlorothieno[3,2-b]pyrazine-6-carboxylic acid 23 (219 mg, 1.019 mmol), HATU (465 mg, 1.223 mmol) and DIPEA (0.337 mL, 2.039 mmol) in DMF (6 mL) was stirred for 15 min at rt. N-(3-amino-4-methylphenyl)-3-(trifluoromethyl)benzamide 67 (300 mg, 1.019 mmol) was added and stirred overnight at rt and overnight at 60° C. The reaction mixture was poured out in 3% citric acid solution and the resulting precipitate was collected and washed with water to give compound 2-chloro-N-(2-methyl-5-(3-(trifluoromethyl)benzamido)phenyl)thieno[2,3-b]pyrazine-6-carboxamide 68 (389 mg, 78%). (m/z)=491 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08669256B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-16c5f85ad805453691d4435e92611d40 |
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| Source note | uspto-grants-2014_03 |
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