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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1958098Generated: November 1, 2026

Water → 5-Bromo-6-(cyclopropylmethoxy)-3-pyridinamine

https://huagongshe.com/reaction/1958098

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 67281724HCID 67281724—
CatalystZincHCID 23994—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
Product5-Bromo-6-(cyclopropylmethoxy)-3-pyridinamineHCID 6728190995.2%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of 3-bromo-2-cyclopropylmethoxy-5-nitro-pyridine (600 mg, 2.19 mmol) in methanol (30 ml) were added water (15 ml), zinc dust (1 g, 15.37 mmol) and ammonium chloride (1.28 g, 24.09 mmol) at 25° C., and the reaction mixture was stirred for 45 min at 25° C. After total consumption of starting material (monitored by TLC), the reaction mixture was filtered through a bed of celite, and the filtrate was evaporated under reduced pressure to get the crude residue. The residue was dissolved in dichloromethane and washed with water and brine. The organic part was dried over Na2SO4 and evaporated to get the compound (507 mg, 95%). This compound was used in next step without further purification. MS (LC/MS): 244.0 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410107B2
Source datasetuspto-grants-2013_04
ORD IDord-24cb535b7d0246bfb115a4fee89e773d
Source noteuspto-grants-2013_04