HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Bromopyridin-3-amine → N-(1-(4-(5-aminopyridin-2-yl)cyclohexyl)azetidin-3-yl)-2-((6-(trifluoromethyl)quinazolin-4-yl)amino)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Bromopyridin-3-amine | HCID 642811 | — |
| Reactant | 8-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,4-dioxaspiro(4.5)dec-7-ene | HCID 3697076 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 4-(5-Aminopyridin-2-yl)cyclohexanone | HCID 68003354 | — |
| Reactant | N-(azetidin-3-yl)-2((6-(trifluoromethyl)quinazolin-4-yl)amino)acetamide | HCID 68003594 | — |
| Product | N-(1-(4-(5-aminopyridin-2-yl)cyclohexyl)azetidin-3-yl)-2-((6-(trifluoromethyl)quinazolin-4-yl)amino)acetamide | HCID 54772207 | — |
Reaction Steps
Reaction of 4-(5-aminopyridin-2-yl)cyclohexanone (prepared by the reaction of 6-bromopyridin-3-amine with 8-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,4-dioxa-spiro[4.5]dec-7-ene using the sequence described in Example 1 Step A-C) 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-b52307f9fac34421a86e9521938e29cf |
| Source note | uspto-grants-2013_08 |