HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → 7-{2-Butyl-4-[4-(4-methoxy-phenoxy)-phenyl]-imidazol-1-yl}-1,2,3,4-tetrahydro-isoquinoline hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Urea | HCID 1176 | — |
| Reactant | Valeryl chloride | HCID 61186 | — |
| Reactant | Carbonyl bromide | HCID 79057 | — |
| Reactant | 1-(4-(4-Methoxyphenoxy)phenyl)ethan-1-one | HCID 2777253 | — |
| Reactant | tert-Butyl 7-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate | HCID 22061016 | — |
| Product | 7-{2-Butyl-4-[4-(4-methoxy-phenoxy)-phenyl]-imidazol-1-yl}-1,2,3,4-tetrahydro-isoquinoline hydrochloride | HCID 66977535 | — |
Reaction Steps
1-[4-(4-methoxyphenoxy)phenyl]ethan-1-one (1 mmol) was brominated by General Procedure R1. The bromo ketone was condensed with 7-amino-2-Boc-1,2,3,4-tetrahydroisoquinoline following general procedure R2. The aminoketone intermediate was treated with n-pentanoyl chloride accoding to General Procedure R3. The product amide was then subjected to imidazole formation employing general procedure R4. The BOC group of the product was removed employing general procedure T1 to afford 7-{2-butyl-4-[4-(4-methoxy-phenoxy)-phenyl]-imidazol-1-yl}-1,2,3,4-tetrahydro-isoquinoline hydrochloride (yield 135 mg)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07737285B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-f2ab40e73e5c4a46b8f5db2675ce8fd1 |
| Source note | uspto-grants-2010_06 |