HuagongsheHuagongshe Chemistry Print Report · For research reference only
8-Iodonaphthalene-2-sulfonamide → 2-(2-((S)-3-(Azidomethyl)-1,2,3,4-tetrahydroisoquinoline-2-carbonyl)-4-(8-iodonaphthalen-2-ylsulfonylcarbamoyl)phenyl)-N,N-dibutyl-1-methyl-1H-imidazole-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 8-Iodonaphthalene-2-sulfonamide | HCID 69722152 | — |
| Reactant | 3-((S)-3-(Azidomethyl)-1,2,3,4-tetrahydroisoquinoline-2-carbonyl)-4-(4-(dibutylcarbamoyl)-1-methyl-1H-imidazol-2-yl)benzoic acid | HCID 71086514 | — |
| Product | 2-(2-((S)-3-(Azidomethyl)-1,2,3,4-tetrahydroisoquinoline-2-carbonyl)-4-(8-iodonaphthalen-2-ylsulfonylcarbamoyl)phenyl)-N,N-dibutyl-1-methyl-1H-imidazole-4-carboxamide | HCID 86718946 | 41% |
Reaction Steps
Following a procedure analogous to that for the synthesis of Example 271, 3-((S)-3-(azidomethyl)-1,2,3,4-tetrahydroisoquinoline-2-carbonyl)-4-(4-(dibutylcarbamoyl)-1-methyl-1H-imidazol-2-yl)benzoic acid (Intermediate 281D, 120 mg, 0.21 mmol) and 8-iodonaphthalene-2-sulfonamide (Intermediate 8, 139 mg, 0.42 mmol) were converted to the title compound (76 mg, 41%). MS(ESI−) m/z 885.8 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09346795B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-600c50407ca2481e8d352e14fc7e750e |
| Source note | uspto-grants-2016_05 |