HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → HCID 18187514, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Potassium bisulfate | HCID 516920 | — |
| Reactant | HCID 23536848 | HCID 23536848 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18187514 | HCID 18187514 | 93% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07632829B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-76491b2daa2a429d9574ec3209d34347 |
| Source note | uspto-grants-2009_12 |