Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyanoacetic acid | HCID 9740 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | HCID 118410729 | HCID 118410729 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 118389988 | HCID 118389988 | 13.7% |
Reaction Steps
To a solution of N2-(1-methyl-1H-pyrazol-4-yl)-N4-(2-azaspiro[4.5]decan-8-yl)pyrimidine-2,4-diamine (80 mg, 0.24 mmol) and 2-cyanoacetic acid (22 mg, 0.26 mmol) in DCM (3 mL) and DMF (2 mL) were added EDCI (49 mg, 0.26 mmol) and HOAT (17 mg, 0.12 mmol). The mixture was stirred at 45° C. for 1 h then concentrated in vacuo. The residue was purified by silica gel column chromatography (DCM/MeOH (v/v)=10/1) to give the product as a yellow solid (13 mg, 13%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09403801B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-0b0997bdc48a48f8b8850f43cbfda9ce |
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| Source note | uspto-grants-2016_08 |
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