HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromo-6-methoxypyridine → N-(1-(4-hydroxy-4-(6-methoxypyridin-2-yl)cyclohexyl)azetidin-3-yl)-2-((6-(trifluoromethyl)quinazolin-4-yl)amino)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromo-6-methoxypyridine | HCID 256810 | — |
| Reactant | 1,4-Dioxaspiro[4.5]decan-8-one | HCID 567415 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 4-Hydroxy-4-(6-methoxy-pyridin-2-yl)-cyclohexanone | HCID 59361622 | — |
| Reactant | N-(azetidin-3-yl)-2((6-(trifluoromethyl)quinazolin-4-yl)amino)acetamide | HCID 68003594 | — |
| Product | N-(1-(4-hydroxy-4-(6-methoxypyridin-2-yl)cyclohexyl)azetidin-3-yl)-2-((6-(trifluoromethyl)quinazolin-4-yl)amino)acetamide | HCID 68004146 | — |
Reaction Steps
Reaction of 4-hydroxy-4-(6-methoxypyridin-2-yl)cyclohexanone (prepared by the reaction of 2-bromo-6-methoxypyridine with 1,4-dioxaspiro[4.5]decan-8-one using the sequence described in Example 24 Step A-B) with N-(azetidin-3-yl)-2-((6-(trifluoromethyl)quinazolin-4-yl)amino)acetamide (as prepared in Example 1 Step G) in the presence of TEA and NaBH(OAc)3 as described in Example 1, Step H afforded the product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518969B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-9320f28a15c04feabe67542840d796a1 |
| Source note | uspto-grants-2013_08 |