HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(Pyrrolidin-1-ylmethyl)aniline → 6-(2-chlorophenyl)-2-{[3-(pyrrolidin-1-ylmethyl)phenyl]amino}imidazo[1,2-a]pyrimido[5,4-e]pyrimidin-5(6H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(Pyrrolidin-1-ylmethyl)aniline | HCID 1096407 | — |
| Reactant | 4-(2-Chloro-phenyl)-8-methanesulfinyl-4H-3,4,7,9,9b-pentaaza-cyclopenta[a]naphthalen-5-one | HCID 68194757 | — |
| Product | 6-(2-chlorophenyl)-2-{[3-(pyrrolidin-1-ylmethyl)phenyl]amino}imidazo[1,2-a]pyrimido[5,4-e]pyrimidin-5(6H)-one | HCID 68194472 | — |
Reaction Steps
A mixture of Example 1E (50.0 mg, 0.139 mmol) and 3-(pyrrolidin-1-ylmethyl)aniline (49.0 mg, 0.278 mmol) was heated in a capped vial at 110° C. for 1 hour. The crude material was purified by HPLC as described in Example 1F to provide the tile compound as a trifluoroacetic acid salt. 1H NMR (400 MHz, CD3OD) δ ppm 1.96-2.10 (m, 2H), 2.14-2.31 (m, 2H), 3.18-3.28 (m, 2H), 3.49-3.65 (m, 2H), 4.44 (s, 2H), 7.07 (d, J=1.83 Hz, 1H), 7.31 (d, J=7.32 Hz, 1H), 7.50-7.63 (m, 4H), 7.66-7.73 (m, 1H), 7.83-8.08 (m, 3H), 8.01 (s, 1H), 9.21 (s, 1H). MS (ESI+) m/z 472.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08710065B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-ee933b28bd0a4f5ab060824f7c563ab8 |
| Source note | uspto-grants-2014_04 |