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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 552113Generated: October 28, 2026

Guanidine Hydrochloride → 4-(dimethoxymethyl)pyrimidin-2-amine

https://huagongshe.com/reaction/552113

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGuanidine HydrochlorideHCID 5742—
ReactantSodium HydroxideHCID 14798—
ReactantDimethylformamide dimethyl acetalHCID 78373—
ReactantPyruvic aldehyde dimethyl acetalHCID 80650—
SolventWaterHCID 962—
Product4-(dimethoxymethyl)pyrimidin-2-amineHCID 491303236.6%

Reaction Steps

A solution of 5.5 mL (41 mmol, 1.0 eq.) of dimethylformamide dimethyl acetal and 5.0 mL (41 mmol, 1.0 eq.) pyruvic aldehyde dimethyl acetal was heated at 100° C. for 16 h. Methanol was removed in vacuo to afford a brown oil. A solution of 1.8 g (45 mmol, 1.1 eq.) of sodium hydroxide in 5 mL of water was added to a solution of 4.3 g (45 mmol, 1.1 eq.) of guanidine HCl in 10 mL of water. The resulting solution was added to the above described oil. The resulting mixture was stirred at room temperature for 48 h. The mixture was filtered to provide 2.5 g (15 mmol, 36%) of 2-aminopyrimidine-4-carboxaldehyde dimethylacetal (I-8).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07951803B2
Source datasetuspto-grants-2011_05
ORD IDord-d31f6c9f1c634c039334b5fbae7ea635
Source noteuspto-grants-2011_05