HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → tert-butyl 8-(benzo[d]thiazol-2-ylcarbamoyl)-1-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzo(d)thiazol-2-amine | HCID 8706 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | 2-(Tert-butoxycarbonyl)-1-methyl-1,2,3,4-tetrahydroisoquinoline-8-carboxylic acid | HCID 86681264 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | tert-butyl 8-(benzo[d]thiazol-2-ylcarbamoyl)-1-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate | HCID 89498397 | — |
Reaction Steps
A mixture of EXAMPLE 43A (400 mg), PyBOP (benzotriazol-1-yloxytripyrrolidinophosphonium hexafluorophosphate, 714 mg), triethylamine (0.383 mL) and benzo[d]thiazol-2-amine (247 mg) in dichloromethane (10 mL) was stirred overnight at room temperature. The mixture was diluted with ethyl acetate (100 mL), washed with brine (30 mL×3), dried over Na2SO4, filtered, concentrated and purified by flash chromatography (silica gel, petroleum ether/ethyl acetate=1/1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889675B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-68afc67c107546ecb3c2899c67a9885c |
| Source note | uspto-grants-2014_11 |