HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chlorobenzothiazole → tert-Butyl [5-(1,3-benzothiazol-2-yl)pyridin-2-yl]methylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chlorobenzothiazole | HCID 11987 | — |
| Reactant | 5-(6-Methoxy-1,3-benzothiazol-2-yl)pyrimidin-2-amine | HCID 24804069 | — |
| Reactant | tert-Butyl [5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)pyridin-2-yl]methylcarbamate | HCID 86626541 | — |
| Product | tert-Butyl [5-(1,3-benzothiazol-2-yl)pyridin-2-yl]methylcarbamate | HCID 86626542 | 62.1% |
Reaction Steps
2-Chlorobenzothiazole (31 μL, 0.25 mmol) and tert-butyl[5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)pyridin-2-yl]methylcarbamate (80 mg, 0.25 mmol) were reacted according to the procedure used for the preparation of 5-(6-methoxy-1,3-benzothiazol-2-yl)pyrimidin-2-amine. After 1 h at 80° C., the mixture was concentrated under reduced pressure and the residue was partitioned between DCM and H2O. The organic phase was concentrated. Flash chromatography (Heptane/EtOAc gradient) gave the product (53 mg) as a white solid. MS m/z (M+H) 342.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163928B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-7f2e3f2f4682411ab1bddc315c82a34e |
| Source note | uspto-grants-2012_04 |