HuagongsheHuagongshe Chemistry Print Report · For research reference only
Azetidine → HCID 71730633, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Azetidine | HCID 10422 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 71730509 | HCID 71730509 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 71730633 | HCID 71730633 | 61% |
Reaction Steps
This compound (18 mg, 61% yield) as a yellow solid was prepared according to the procedures described for Example 346, using 2-(3-(tert-butylamino)-2-chloroquinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (345) (28 mg, 0.076 mmol), azetidine (25.5 pt, 0.37 mmol, Matrix Scientific, Columbia, S.C.), and DIEA (26.4 μL, 0.15 mmol) in DMSO (0.75 mL) at 50° C. for 1 h. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.53 (s, 9H) 2.30 (quin, J=7.58 Hz, 2H) 2.85 (t, J=6.85 Hz, 2H) 3.43 (td, J=6.85, 2.35 Hz, 2H) 4.22 (t, J=7.63 Hz, 4H) 5.68 (s, 1H) 6.95 (s, 1H) 6.95 (s, 1H) 7.23 (t, J=7.82 Hz, 1H) 7.35 (dd, J=8.02, 1.37 Hz, 1H) 7.60 (dd, J=7.43, 1.37 Hz, 1H) 12.01 (br. s., 1H). MS (ESI, pos. ion) m/z: 391.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394297B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-2d582f796992434a9e2c387a1145950c |
| Source note | uspto-grants-2016_07 |