HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 244759Generated: October 30, 2026
Isopropanol → 2-(4-Morpholinylmethyl)-N-[6-(1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-indazol-4-yl]-1,3-thiazole-4-carboxamide
https://huagongshe.com/reaction/244759
Participants
| Role | Name | HCID | Charge |
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| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-(Chloromethyl)-N-{1-(phenylsulfonyl)-6-[1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1H-indazol-4-yl}-1,3-thiazole-4-carboxamide | HCID 58356384 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 2-(4-Morpholinylmethyl)-N-[6-(1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-indazol-4-yl]-1,3-thiazole-4-carboxamide | HCID 58356319 | 19.8% |
Reaction Steps
2-(Chloromethyl)-N-{1-(phenylsulfonyl)-6-[1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1H-indazol-4-yl}-1,3-thiazole-4-carboxamide (30 mg, 0.044 mmol) and morpholine (0.5 ml, 5.74 mmol) were mixed then heated in the microwave for 15 min at 90° C. The solvent was blown off under nitrogen. Isopropanol (1.5 mL) and 2M NaOH (1.500 ml) were added. The reaction mixture was stirred for 1.5 h. Further Isopropanol (1.5 mL) and 2M NaOH (1.5 mL) were added to the mixture which was stirred for 26 hours. The solvent was blown off under nitrogen. The resultant solid was dissolved in DMSO (2 mL). The salts were removed by filtration and the mixture was purified by MDAP to afford the title compound (4 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08658635B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-bd908900a59e4f678a378e1e26b9ba44 |
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| Source note | uspto-grants-2014_02 |
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