HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-Thiazolamine, 4-chloro-5-[[5-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]methyl]-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Carbamic acid, N-[4-chloro-5-[[5-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]methyl]-2-thiazolyl]-, 1,1-dimethylethyl ester | HCID 57619385 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Thiazolamine, 4-chloro-5-[[5-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]methyl]- | HCID 57619350 | 74.3% |
Reaction Steps
To [5-(1-benzenesulfonyl-5-chloro-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-4-chloro-thiazol-2-yl]-carbamic acid tert-butyl ester (28, 4.30 g, 7.97 mmol) in 70.0 mL of dichloromethane, a solution of hydrogen chloride (42.0 mL, 4.00 M in 1,4-dioxane) was added. The reaction was stirred at room temperature for 2 days, then concentrated, and triturated with ethyl ether and ethyl acetate to provide the desired compound (29, 2.60 g, 74.2%). MS (ESI) [M+H+]+=439.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096593B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-2e93bcefa1344591b6a19647398f62ff |
| Source note | uspto-grants-2015_08 |