HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 58169231, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Boron Trichloride | HCID 25135 | — |
| Reactant | HCID 66927369 | HCID 66927369 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58169231 | HCID 58169231 | 62% |
Reaction Steps
A mixture of N-tert-butyl-5-(4-(5-tert-butyl-1H-pyrazol-3-ylamino)-5-chloropyrimidin-2-yl)thiophene-2-sulfonamide (95 mg, 0.22 mmol) and BCl3 (4 mL of 1N solution in DCM) in DCM (8 mL) was stirred for 0.5 h, After addition of water and extraction with EA (3×), the combined organic layers were dried (NaHSO4), filtered. The filtrate was concentrated to afford the title compound 5-(4-(5-tert-butyl-1H-pyrazol-3-ylamino)-5-chloropyrimidin-2-yl)thiophene-2-sulfonamide (C-236) (50 mg, 62%). LC-MS (m/z)=413 [M+H]+; 1H NMR (400 MHz, DMSO-d6): 1.34 (s, 9H), 6.57 (s, 1H), 7.58 (d, J=4.0 Hz, 1H), 7.75 (d, J=3.6 Hz, 1H), 7.81 (s, 2H), 8.47 (s, 1H), 9.52 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09422271B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-c2e78d0ca1964396b6882587c340fcf8 |
| Source note | uspto-grants-2016_08 |