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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194470Generated: November 1, 2026

Hydrochloric Acid → Methyl N-[4,6-diamino-2-(1-cyclohexylmethyl-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-5-yl]-N-methylcarbamate

https://huagongshe.com/reaction/2194470

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantMethyl[4,6-diamino-2-(1-cyclohexylmethyl-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-5-yl]carbamateHCID 46700769—
SolventDimethylformamideHCID 6228—
ProductMethyl N-[4,6-diamino-2-(1-cyclohexylmethyl-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-5-yl]-N-methylcarbamateHCID 46830430—

Reaction Steps

24 mg (61 μmol) of the compound of Example 1 were initially charged in 1 ml of dimethylformamide, and about 2.7 mg (70 μmol) of sodium hydride (60% in mineral oil) were added. The resulting mixture was stirred at RT for 10 min, 6 μl (9 μmol) of iodomethane were then added and the reaction was stirred overnight. 0.5 ml of 1N hydrochloric acid was added, and the entire mixture was separated by HPLC (Method 5). The appropriate fractions were concentrated on a rotary evaporator, and the residue was dried under high vacuum. This gave 8 mg (32% of theory) of the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334291B2
Source datasetuspto-grants-2012_12
ORD IDord-dd81c965138940c6aece98d6e7d744b9
Source noteuspto-grants-2012_12