HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(Prop-2-yn-1-yl)-1lambda~6~,4-thiazinane-1,1-dione → 1-(2,5-Dichlorobenzyl)-7-[3-(1,1-dioxo-1lambda6-thiomorpholin-4-yl)prop-1-ynyl]-1,2,3,4-tetrahydropyrido[2,3-b]pyrazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(Prop-2-yn-1-yl)-1lambda~6~,4-thiazinane-1,1-dione | HCID 2777265 | — |
| Reactant | 1-(2,5-Dichlorobenzyl)-7-iodo-3,4-dihydro-1H-pyrido[2,3-b]pyrazine | HCID 57886079 | — |
| Product | 1-(2,5-Dichlorobenzyl)-7-[3-(1,1-dioxo-1lambda6-thiomorpholin-4-yl)prop-1-ynyl]-1,2,3,4-tetrahydropyrido[2,3-b]pyrazine | HCID 57886090 | 34% |
Reaction Steps
1-(2,5-Dichlorobenzyl)-7-iodo-1,2,3,4-tetrahydropyrido[2,3-b]pyrazine (108 mg) was coupled with 4-prop-2-ynyl-thiomorpholine 1,1-dioxide as in General Procedure 5 to give the title compound as an off-white solid (34% yield). M.p.>200° C., LCMS: m/z=467.33 (M+H+), 1H-NMR (CDCl3, 400 MHz) δ 3.11 (8H, s), 3.40 (2H, t, J=4.8 Hz), 3.56 (2H, s), 3.61 (2H, t, J=4.7 Hz), 4.41 (2H, s), 6.42 (1H, dt, J=1.5 Hz), 7.22 (2H, m), 7.35 (1H, d, J=8.3 Hz), 7.58 (1H, d, J=1.5 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07919502B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-3515d8a555564ea095476d26edf09932 |
| Source note | uspto-grants-2011_04 |