HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 246440Generated: October 31, 2026
1,2-Dichloroethane → HCID 71279835, compound
https://huagongshe.com/reaction/246440
Participants
| Role | Name | HCID | Charge |
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| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Tert-Butylamine | HCID 6385 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 2-(6-chloro-1-methyl-1H-indazol-3-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid | HCID 71279671 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 71279835 | HCID 71279835 | 112.7% |
Reaction Steps
To a stirred suspension of 2-(6-chloro-1-methyl-1H-indazol-3-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (111 mg, 242 μmol) in DMF (4 mL) was added EDC (107 mg, 557 μmol), HOBT (107 mg, 557 μmol) and 2-methylpropan-2-amine (78.6 mg, 0.113 mL, 1.08 mmol) at 20° C. After 3 h the reaction mixture was diluted with ethyl acetate and washed with 10% citric acid solution. The organic layer was then washed with saturated sodium bicarbonate and brine then dried (sodium sulfate), filtered and concentrated in vacuo to give the crude N-tert-butyl-2-(6-chloro-1-methyl-1H-indazol-3-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide (140 mg) as a light brown oil. This was used directly in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08658646B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-bfa44d37c7054041955dc05c22e60098 |
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| Source note | uspto-grants-2014_02 |
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