HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(1-(Quinolin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-6-yl)ethanone → (E)-N-[(3R)-pyrrolidin-3-yl]oxy-1-[3-(quinolin-6-ylmethyl)triazolo[4,5-b]pyrazin-5-yl]ethanimine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(1-(Quinolin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-6-yl)ethanone | HCID 59341802 | — |
| Reactant | 3(R)-Pyrrolidinyloxyamine dihydrochloride | HCID 66713918 | — |
| Product | (E)-N-[(3R)-pyrrolidin-3-yl]oxy-1-[3-(quinolin-6-ylmethyl)triazolo[4,5-b]pyrazin-5-yl]ethanimine | HCID 88004949 | 60% |
Reaction Steps
The title compound was prepared from 1-(1-(quinolin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-6-yl)ethanone (22.4) (25 mg, 0.082 mmol) and (R)—O-(pyrrolidin-3-yl)hydroxylamine dihydrochloride in 60% yield using the same procedure as described in the synthesis of example 22. 1H-NMR (400 MHz, CDCl3) δ ppm 9.41 (s, 1H), 8.92 (d, 1H), 8.13 (d, 1H), 8.09 (d, 1H), 7.91 (s, 1H), 7.82 (d, 1H), 7.41 (dd, 1H), 6.10 (s, 2H), 5.30 (s, 1H), 5.09 (s, 1H), 3.31 (m, 3H), 2.38 (s, 3H), 2.25 (m, 2H). LCMS (method B): [MH]+=389, tR=1.17 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08410264B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-bdf3fdace9bb4804aa7efde67eef2150 |
| Source note | uspto-grants-2013_04 |