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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-fluoro-N-(3-oxo-3,4-dihydro-2H-benzo[1,4]thiazin-6-yl)-nicotinamideHCID 69263639—
Reactant{1H-pyrrolo[2,3-b]pyridin-4-yl}methanamine hydrochlorideHCID 69265141—
Solventtert-ButanolHCID 6386—
ProductN-(3-Oxo-3,4-dihydro-2H-benzo[1,4]thiazin-6-yl)-2-[(1H-pyrrolo[2,3-b]pyridin-4-ylmethyl)-amino]-nicotinamideHCID 16224616—

Reaction Conditions

Temperature170 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247556B2
Source datasetuspto-grants-2012_08
ORD IDord-bb59d298e2cd4796b83c6b760088a642
Source noteuspto-grants-2012_08