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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 421905Generated: November 1, 2026

O-(cyclopropylmethyl)hydroxylamine → 5-bromo-4-(4-bromo-2-fluorophenylamino)-N-(cyclopropylmethoxy)-1-methyl-6-oxo-1,6-dihydropyridazine-3-carboxamide

https://huagongshe.com/reaction/421905

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-(cyclopropylmethyl)hydroxylamineHCID 11182605—
ReactantMethyl 5-bromo-4-(4-bromo-2-fluorophenylamino)-1-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylateHCID 66674136—
Product5-bromo-4-(4-bromo-2-fluorophenylamino)-N-(cyclopropylmethoxy)-1-methyl-6-oxo-1,6-dihydropyridazine-3-carboxamideHCID 1666725040%

Reaction Steps

The title compound was prepared in 40% yield by the procedure described in Example 166 (step I) using methyl 5-bromo-4-(4-bromo-2-fluorophenylamino)-1-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate (31 mg, 0.071 mmol) and O-cyclopropylmethyl-hydroxylamine (20 mg, 0.23 mmol). MS APCI (−) m/z 487, 489, 491 (M−1, Br pattern) detected; 1H NMR (400 MHz, CD3OD) δ 7.38 (dd, 1H), 7.31 (dd, 1H), 7.05 (t, 1H), 3.82 (s, 3H), 3.65 (d, 2H), 1.13 (m, 1H), 0.58 (q, 2H), 0.31 (q, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101611B2
Source datasetuspto-grants-2012_01
ORD IDord-cc3e868cca7c4a2d9cee61c5ad4f7c67
Source noteuspto-grants-2012_01