HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Dioxaspiro[4.5]decan-8-one → N-(1-(4-hydroxy-4-(2-methylthiazol-5-yl)cyclohexyl)azetidin-3-yl)-2-((6-(trifluoromethyl)quinazolin-4-yl)amino)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Dioxaspiro[4.5]decan-8-one | HCID 567415 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 5-Bromo-2-methyl-1,3-thiazole | HCID 13228663 | — |
| Reactant | HCID 59017431 | HCID 59017431 | — |
| Reactant | N-(azetidin-3-yl)-2((6-(trifluoromethyl)quinazolin-4-yl)amino)acetamide | HCID 68003594 | — |
| Product | N-(1-(4-hydroxy-4-(2-methylthiazol-5-yl)cyclohexyl)azetidin-3-yl)-2-((6-(trifluoromethyl)quinazolin-4-yl)amino)acetamide | HCID 68004012 | — |
Reaction Steps
Reaction of 4-hydroxy-4-(2-methylthiazol-5-yl)cyclohexanone (prepared by the reaction of 5-bromo-2-methylthiazole 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 | US09062048B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-f55c44cc4ebf458abf44107650c4a0fe |
| Source note | uspto-grants-2015_06 |