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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 876831Generated: October 30, 2026

Formaldehyde → 3-(Hydroxymethyl)imidazo[1,2-a]pyridine-6-carbonitrile

https://huagongshe.com/reaction/876831

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantSodium CarbonateHCID 10340—
ReactantSodium AcetateHCID 517045—
Reactantimidazo[1,2-a]pyridine-6-carbonitrileHCID 2764471—
SolventAcetic AcidHCID 176—
Product3-(Hydroxymethyl)imidazo[1,2-a]pyridine-6-carbonitrileHCID 6730593180.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of imidazo[1,2-a]pyridine-6-carbonitrile (7-1) (1.43 g, 10 mmol) in 3 mL of acetic acid were added sodium acetate (3.03 g, 37 mmol) and then formaldehyde (6 mL, 37% in water). The reaction mixture was stirred at 100° C. overnight. After cooled to room temperature, the mixture was adjusted to pH>7 with aqueous Na2CO3. The precipitate was collected to afford the title compound (1.4 g). MS (m/z): 174.0 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987269B2
Source datasetuspto-grants-2015_03
ORD IDord-1368d4636357420d8cb0669539725c8a
Source noteuspto-grants-2015_03