Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 11626469 | HCID 11626469 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 69275387 | HCID 69275387 | — |
Reaction Steps
A 4.0 M solution of HCl in 1,4-dioxane (4.7 mL; 20 eq) was added to a suspension of 4-[4-(1-methyl-1H-indazol-5-ylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (415.4 mg, 0.9324 mmol, 1 eq) in 1,4-dioxane (8 mL) and stirred at rt for 2 h. The solid was filtered off, washed several times with dioxane, and dried under vacuum, yielding the title compound, as a yellow solid. 1H NMR (400 MHz, DMSO-d6): δ=2.65 (s, br, 2H), 3.32 (s, br, 2H), 3.80 (s, br, 2H), 4.11 (s, 3H), 6.50 (s, 1H), 7.04 (s, br, 1H), 7.51 (dd, J=8.8, 1.6 Hz, 1H), 7.83 (d, J=9.2 Hz, 1H), 7.98 (s, 1H), 8.15 (s, 1H), 8.26 (s, 1H), 9.43 (s, br, —NH+—NH), 11.56 (s, br, —NH), 13.09 (s, H+). MS (ES+): m/z 346.16 (31) [MH+]. HPLC: tR=1.57 min (ZQ2000, polar—5 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07465726B2 |
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| Source dataset | uspto-grants-2008_12 |
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| ORD ID | ord-638aeb6272944f53a7d142a7a6d2d749 |
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| Source note | uspto-grants-2008_12 |
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