HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 888157Generated: October 31, 2026
Diisopropylethylamine → N-(3-Oxo-3,4-dihydro-2H-benzo[1,4]thiazin-6-yl)-2-[(1H-pyrrolo[2,3-b]pyridin-4-ylmethyl)-amino]-nicotinamide
https://huagongshe.com/reaction/888157
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-fluoro-N-(3-oxo-3,4-dihydro-2H-benzo[1,4]thiazin-6-yl)-nicotinamide | HCID 69263639 | — |
| Reactant | {1H-pyrrolo[2,3-b]pyridin-4-yl}methanamine hydrochloride | HCID 69265141 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | N-(3-Oxo-3,4-dihydro-2H-benzo[1,4]thiazin-6-yl)-2-[(1H-pyrrolo[2,3-b]pyridin-4-ylmethyl)-amino]-nicotinamide | HCID 16224616 | — |
Reaction Steps
To an oven-dry microwave tube was added 2-fluoro-N-(3-oxo-3,4-dihydro-2H-benzo[1,4]thiazin-6-yl)-nicotinamide (150 mg, 0.5 mmol), C-(1H-pyrrolo[2,3-b]pyridin-4-yl)-methylamine hydrochloride salt (220 mg, 1.0 mmol), DIEA (1 mL), and t-BuOH (2 mL). The resulting mixture was sealed off and underwent microwave heating at 170° C. for 20 min. Solvent was removed in vacuo. The crude solid was purified by chromatography on silica gel. Elution with DCM:MeOH mixture (97:3) gave final compound. MS (ES+): 430.6 (M+H). Calc'd. for C22H18N6O2S—430.49.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08247556B2 |
|---|
| Source dataset | uspto-grants-2012_08 |
|---|
| ORD ID | ord-bb59d298e2cd4796b83c6b760088a642 |
|---|
| Source note | uspto-grants-2012_08 |
|---|