HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromine → Tert-butyl 4-(4-amino-7-bromothieno[3,2-c]pyridin-3-yl)phenylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Tert-butyl 4-(4-aminothieno[3,2-c]pyridin-3-yl)phenylcarbamate | HCID 18451468 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Tert-butyl 4-(4-amino-7-bromothieno[3,2-c]pyridin-3-yl)phenylcarbamate | HCID 18451459 | 95.7% |
Reaction Steps
A solution of bromine (0.4 mL, 4.6 mmol) in dichloromethane (5 mL) was added dropwise to a −5° C. solution of Example 76A (1.57 g, 4.6 mmol) in dichloromethane (30 mL). The mixture was stirred at −5° C. to 0° C. for 15 minutes and quenched with 1:1 saturated NaHCO3 and saturated NaHSO3 (10 mL). The organic phase was separated, washed with water and brine, dried (Na2SO4), filtered, and concentrated to provide 1.85 g of the desired product. MS (ESI(+)) m/e 421 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07737160B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-0fb7c52c696649f7b2d2eb2d5b31bf42 |
| Source note | uspto-grants-2010_06 |