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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1867369Generated: November 1, 2026

Methyl iodide → HCID 18187514, compound

https://huagongshe.com/reaction/1867369

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantPotassium bisulfateHCID 516920—
ReactantHCID 23536848HCID 23536848—
SolventDimethylformamideHCID 6228—
ProductHCID 18187514HCID 1818751493%

Reaction Steps

A solution of 1.01 g (3.91 mmol) of 4-methoxycarbonylamino-piperidine-1-carboxylic acid tert-butyl ester (intermediate 38A) in 15 ml of DMF was treated at 0° C. with 0.26 g (5.86 mmol) of NaH (55% in oil) and after 30 min with 1.95 ml (31.28 mmol) of iodomethane. The reaction was stirred for 16 h at RT, neutralized with cold aqueous 10% KHSO4 and extracted with Et2O (3×). The organic phases were washed with aqueous 10% NaCl, dried over Na2SO4 evaporated and purified by flash silica gel column (n-heptane/EtOAc 1:1) to yield 0.99 g (93%) of the title compound as colorless oil. MS: 273.1 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07632829B2
Source datasetuspto-grants-2009_12
ORD IDord-76491b2daa2a429d9574ec3209d34347
Source noteuspto-grants-2009_12