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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1193201Generated: October 30, 2026

Water → HCID 67116641, compound

https://huagongshe.com/reaction/1193201

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 52920283HCID 52920283—
SolventDimethylformamideHCID 6228—
ProductHCID 67116641HCID 67116641—

Reaction Conditions

Temperature-5 °C

Reaction Steps

A solution of the (1R,6S)-8-(4,6-dimethylpyrimidin-2-yl)-3-{[5-fluoro-2-(1H-pyrazol-3-yl)phenyl]carbonyl}-3,8-diazabicyclo[4.2.0]octane (Example 171) in DMF was treated with NaH at RT and stirred for 15 minutes until no more gas evolution occurred. The solution was cooled to −5° C. and then treated with MeI. Reaction allowed to stir for 20 min and then worked up by the addition of water followed by multiple extractions with EtOAc. Purified on 12 g SiO2 with 0-3.5% NH3 MeOH in CH2Cl2. MS (ESI) mass calcd. for C23H25FN6O, 420.5; m/z found, 421.2 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680275B2
Source datasetuspto-grants-2014_03
ORD IDord-7e49d8c9895a4fcc8df04019f5958c5f
Source noteuspto-grants-2014_03