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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1876742Generated: October 25, 2026

Sodium Hydroxide → N-Methyl-N-((3R,4R)-4-methyl-1-(phenylmethyl)-3-piperidinyl)-7H-pyrrolo(2,3-d)pyrimidin-4-amine

https://huagongshe.com/reaction/1876742

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantN-(1-Benzyl-4-methylpiperidin-3-yl)-N-methyl-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amineHCID 67010145—
SolventWaterHCID 962—
ProductN-Methyl-N-((3R,4R)-4-methyl-1-(phenylmethyl)-3-piperidinyl)-7H-pyrrolo(2,3-d)pyrimidin-4-amineHCID 49856703123.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a clean, nitrogen-purged reactor were charged 50% sodium hydroxide solution (210 ml) and (1-benzyl-4-methyl-piperidin-3-yl)-methyl-[7-(toluene-4-sulfonyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-amine (30.0 g, 0.061 mol). The mixture was heated to 95-105° C. for a minimum of 5 hours then cooled to 70-90° C. and water (300 ml) was added. The slurry was cooled to room temperature over a minimum of 1.5 hours and held at room temperature for 1 hour. The solids were isolated by filtration and washed with water (120.0 ml) to obtain 25.2 g of the title compound, water wet.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309716B2
Source datasetuspto-grants-2012_11
ORD IDord-85810b4314c44c0ca44d0c48cae06d12
Source noteuspto-grants-2012_11