HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diglyme → 4-(4-Methyl-piperazin-1-yl)-6,7,8,9-tetrahydro-benzo[4,5]thieno[3,2-d]pyrimidin-2-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diglyme | HCID 8150 | — |
| Reactant | Ethyl 3-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylate | HCID 312340 | — |
| Reactant | Chloroformamidinium chloride | HCID 3084509 | — |
| Reactant | HCID 178508937 | HCID 178508937 | — |
| Product | 4-(4-Methyl-piperazin-1-yl)-6,7,8,9-tetrahydro-benzo[4,5]thieno[3,2-d]pyrimidin-2-ylamine | HCID 25226775 | — |
Reaction Conditions
| Temperature | 160 °C |
|---|
Reaction Steps
2-Amino-6,7,8,9-tetrahydro-1H-benzo[4,5]thieno[3,2-d]pyrimidin-4-one A 48 mL sealed tube was charged with 3-amino-4,5,6,7-tetrahydro-benzo[b]thiophene-2-carboxylic acid ethyl ester (2.8 g, 12.3 mmol), chloroformamidine hydrochloride (2.0 g, 17.2 mmol), and diethylene glycol dimethyl ether (24.6 mL). The tube was sealed and heated to 160° C. for 12 h with vigorous stirring. Filtration afforded the desired compound as a beige solid (2.6 g). MS: No signal. 1H NMR (400 MHz, d6-DMSO) δ ppm 2.84-2.73 (m, 2H), 2.58-2.51 (m, 2H), 1.89-1.70 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08927555B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-2aa01463048047c08e3ca34557402dc5 |
| Source note | uspto-grants-2015_01 |