HuagongsheHuagongshe Chemistry Print Report · For research reference only
1H-Indazole → {5-[5-(2-Morpholin-4-yl-ethoxy)-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl]-pyridin-2-yl}-(4-trifluoromethyl-benzyl)-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1H-Indazole | HCID 9221 | — |
| Reactant | 5-methoxy-1H-pyrrolo[2,3-b]pyridine | HCID 10307871 | — |
| Reactant | 5-Chloro-1H-pyrrolo[2,3-b]pyridine | HCID 24229213 | — |
| Reactant | 5-(2-Morpholin-4-yl-ethoxy)-1H-pyrrolo[2,3-b]pyridine | HCID 59593265 | — |
| Reactant | (5-Formyl-pyridin-2-yl)-(4-trifluoromethyl-benzyl)-carbamic acid tert-butyl ester | HCID 59593275 | — |
| Reactant | [5-(5-Bromo-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridin-2-yl]-(4-chloro-benzyl)-amine | HCID 59593278 | — |
| Product | {5-[5-(2-Morpholin-4-yl-ethoxy)-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl]-pyridin-2-yl}-(4-trifluoromethyl-benzyl)-amine | HCID 59593302 | — |
Reaction Steps
Additional compounds may be prepared using steps 3 and 4 of Scheme 32, using (5-Formyl-pyridin-2-yl)-(4-trifluoromethyl-benzyl)-carbamic acid tert-butyl ester 19 or replacing it with (5-Formyl-pyridin-2-yl)-(4-chloro-benzyl)-carbamic acid tert-butyl ester (43, prepared as described in Example 17) and replacing 5-(2-Morpholin-4-yl-ethoxy)-1H-pyrrolo[2,3-b]pyridine 79 with an appropriate azaindole, prepared as in Example 29 or 5-methoxy-7-azaindole (prepared as described in Example 31) or with commercially available 5-chloro-7-azaindole. The following compounds were made following this procedure:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722702B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-fc7a41a07cad44708cdfd76ed7acc54b |
| Source note | uspto-grants-2014_05 |