1-[(2-Bromoethyl)sulfanyl]ethan-1-one → HCID 20435996, compound
Reaction equation
[CH2:1]([CH:3]1[C:18](=[O:19])[N:6]2[CH2:7][CH2:8][CH2:9][CH:10]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[N:5]2[C:4]1=[O:20])[CH3:2].[C:21]([S:24][CH2:25][CH2:26]Br)(=[O:23])[CH3:22]>>[C:21]([S:24][CH2:25][CH2:26][C:3]1([CH2:1][CH3:2])[C:18](=[O:19])[N:6]2[CH2:7][CH2:8][CH2:9][CH:10]([C:11]([O:13][C:14]([CH3:16])([CH3:17])[CH3:15])=[O:12])[N:5]2[C:4]1=[O:20])(=[O:23])[CH3:22]Participants
3
Procedure
In a manner analogous to that described in Example 1(D)(c), from 4 g of tert.butyl 2-ethyl-hexahydro-1,3-dioxo-1H-pyrazolo[1,2-a]pyridazine-5-carboxylate and 5.43 g of S-(2-bromoethyl) thioacetate there was obtained tert.butyl 2-(2-acetylthioethyl)-2-ethyl-hexahydro-1,3-dioxo-1H-pyrazolo[1,2-a]pyridazine-5-carboxylate as a mixture of diastereomers. Chromatography gave 1.1 g (20%) of diastereomer A having a melting point of 82°-84° C. (from diethyl ether/hexane) and 0.4 g (7%) of diastereomer B in the form of a colorless oil.
Sources & evidence
- ORD record
- ord-882611d3d0914839800eb58f7af29af0
- Source dataset
- uspto-grants-1984_12
- DOI