HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(3-Hydroxypropyl)thiomorpholine 1,1-Dioxide → N-[7-[3-(1,1-dioxo-1,4-thiazinan-4-yl)propoxy]-2,3-dihydroimidazo[1,2-c]quinazolin-5-yl]pyridine-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(3-Hydroxypropyl)thiomorpholine 1,1-Dioxide | HCID 11435473 | — |
| Reactant | N-(7-hydroxy-2,3-dihydroimidazo[1,2-c]quinazolin-5-yl)pyridine-3-carboxamide | HCID 178522515 | — |
| Product | N-[7-[3-(1,1-dioxo-1,4-thiazinan-4-yl)propoxy]-2,3-dihydroimidazo[1,2-c]quinazolin-5-yl]pyridine-3-carboxamide | HCID 178522516 | — |
Reaction Steps
The procedure used for the preparation of Example 4 was used to prepare the title compound from N-(7-hydroxy-2,3-dihydroimidazo[1,2-c]quinazolin-5-yl)nicotinamide (Intermediate C) and 3-(1,1-dioxidothiomorpholin-4-yl)propan-1-ol. High vacuum drying at 60° C. gave the title compound (105 mg, 45%): HPLC MS RT=1.16 min, MH+=483.2; 1H NMR (DMSO-d6+2 drops TFA-d) δ: 2.32-2.33 (2H, m), 3.53-3.58 (2H, m), 3.66 (4H, bs), 3.87 (4H, bs), 4.27-4.40 (2H, m), 4.58-4.65 (2H, m), 7.60 (1H, t), 7.70 (1H, d), 7.93 (1H, dd), 8.89 (1H, d), 8.99 (1H, dd), 9.50 (1H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859572B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-493a6e453b694ad1aba78794bd49d7e9 |
| Source note | uspto-grants-2014_10 |