HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-[2-((R)-6,8-Dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenyl]-3-methyl-1,3-dihydroimidazol-2-one hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2,2-Dimethoxyethylmethylamine | HCID 8503 | — |
| Reactant | 4-Nitrophenyl chloroformate | HCID 82129 | — |
| Reactant | (R)-2-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenylamine | HCID 66864574 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-[2-((R)-6,8-Dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenyl]-3-methyl-1,3-dihydroimidazol-2-one hydrochloride | HCID 66865350 | — |
Reaction Steps
(R)-2-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenylamine (enantiomer B, preparation as described in WO2004085404), 4-nitrophenyl chloroformate and methylaminoacetaldehyde dimethyl acetal were reacted analogously to example 40, and the resulting intermediate (85 mg) was subsequently cyclized with a mixture of water (1 ml) and 10% hydrochloric acid (3.2 ml). Workup and purification were analogous to example 40. 65 mg of the title compound were isolated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07868003B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-1898878f1a2f4ed583e04e15f8f42ce3 |
| Source note | uspto-grants-2011_01 |