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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2100430Generated: October 25, 2026

2-Methyl-2H-indazol-6-amine → 2-[(2-Bromo-pyridin-4-ylmethyl)-amino]-6-fluoro-N-(2-methyl-2H-indazol-6-yl)-benzamide

https://huagongshe.com/reaction/2100430

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methyl-2H-indazol-6-amineHCID 590220—
Reactant2-Bromo-4-pyridinecarboxaldehydeHCID 2762991—
ReactantMethyl 2-amino-6-fluorobenzoateHCID 2818492—
Product2-[(2-Bromo-pyridin-4-ylmethyl)-amino]-6-fluoro-N-(2-methyl-2H-indazol-6-yl)-benzamideHCID 23118989—

Reaction Steps

2-[(2-Bromo-pyridin-4-ylmethyl)-amino]-6-fluoro-N-(2-methyl-2H-indazol-6-yl)-benzamide was prepared from methyl 2-amino-6-fluorobenzoate via reductive amination with 2-bromo-pyridine-4-carbaldehyde, followed by subsequent amidation with 6-amino-2-methyl-indazole in analogy to the procedures detailed in WO2004/013102, particularly Example 6A, supra; 1H-NMR (300 MHz, d6-DMSO) 10.51 (1H, s), 8.31 (1H, d), 8.26-8.28 (2H, m), 7.65 (1H, d), 7.59 (1H, s), 7.40 (1H, d), 7.13-7.25 (2H, m), 6.73 (1H, t), 6.50 (1H, t), 6.29 (1H, d), 4.47 (2H, d), 4.13 (3H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07572794B2
Source datasetuspto-grants-2009_08
ORD IDord-6a746255efc44babbd69c1426b7a4f68
Source noteuspto-grants-2009_08