Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | N-(tert-butoxycarbonyl)glycine | HCID 78288 | — |
| Reactant | Ethyldimethylpropylcarbodiimide hydrochloride | HCID 22992078 | — |
| Product | HCID 69652664 | HCID 69652664 | — |
Reaction Steps
A mixture of 1-(2-morpholin-1-yl-ethyl)-1H-indazol-4-ylamine (0.150 g, 0.609 mmol), tert-butoxycarbonylamino-acetic acid (0.109 g, 0.548 mmol), ethyldimethylpropylcarbodiimide hydrochloride (0.126 g, 0.660 mmol), N-hydroxybenzotriazole (0.0884 g, 0.657 mmol) and N-methyl morpholine (0.150 mL, 1.33 mmol) in 3.6 mL of DMF was stirred at room temperature for 6 hours. The mixture was concentrated under reduced pressure and the residue purified by flash chromatography to provide the title compound. 1H NMR (300 MHz, DMSO-D6) δ ppm 1.41 (s, 9 H), 2.41 (m, 4 H), 2.75 (t, J=6.61 Hz, 2 H), 3.49 (m, 4 H), 3.86 (d, J=6.10 Hz, 2 H), 4.49 (t, J=6.61 Hz, 2 H), 7.08 (s, 1 H), 7.33 (m, 2 H), 7.64 (m, 1 H), 8.24 (s, 1 H), 9.97 (s, 1 H); MS (DCI/NH3) m/z 404 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07071182B2 |
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| Source dataset | uspto-grants-2006_07 |
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| ORD ID | ord-8fffc72fd57b49f284ad0ff03fffb3d0 |
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| Source note | uspto-grants-2006_07 |
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