HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylpiperidine → 4-(2,6-Diethyl-1,1-dioxo-1lambda6-[1,2,6]thiadiazinan-4-yl)-2-(4-methyl-piperidin-1-yl)-phenylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylpiperidine | HCID 69381 | — |
| Reactant | [2-Bromo-4-(2,6-diethyl-1,1-dioxo-1lambda6-[1,2,6]thiadiazinan-4-yl)-phenyl]-carbamic acid tert-butyl ester | HCID 59771222 | — |
| Product | 4-(2,6-Diethyl-1,1-dioxo-1lambda6-[1,2,6]thiadiazinan-4-yl)-2-(4-methyl-piperidin-1-yl)-phenylamine | HCID 59771157 | — |
Reaction Steps
The title compound is prepared from [2-bromo-4-(2,6-diethyl-1,1-dioxo-1λ6-[1,2,6]thiadiazinan-4-yl)-phenyl]-carbamic acid tert-butyl ester (as prepared in the previous step) and 4-methylpiperidine following the literature procedure of Buchwald (Org. Lett., 4, 2885-8 (2002)). The residue obtained is purified by silica gel chromatography with an appropriate solvent mixture. After isolation, removal of the BOC protecting group from the resulting intermediate is carried out by stirring at RT in TFA-DCM (1:2), monitoring by TLC for completion, and then concentration in vacuo.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895584B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-ae98f35c59924855b8375f825baea0ec |
| Source note | uspto-grants-2014_11 |