4-Tributylstannyl-3,6-dihydro-2H-pyran → 5-Chloro-6-(3,6-dihydro-2H-pyran-4-yl)-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl Ester
Reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][C:12](I)=[C:13]([Cl:17])[CH:14]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C([Sn](CCCC)(CCCC)[C:24]1[CH2:25][CH2:26][O:27][CH2:28][CH:29]=1)CCC>>[C:1]([O:5][C:6]([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][C:12]([C:24]3[CH2:29][CH2:28][O:27][CH2:26][CH:25]=3)=[C:13]([Cl:17])[CH:14]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]Participants
3
Procedure
Prepared in analogy to Example A49(a) from 5-chloro-6-iodo-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester (Example A3(c)) and tributyl-(3,6-dihydro-2H-pyran-4-yl)-stannane. Yellow solid. MS (m/e): 282.3 ({37Cl}[M+H−Me2C═CH2]+, 49%), 280.3 ({35Cl}[M+H−Me2C═CH2]+, 100%).
Sources & evidence
- ORD record
- ord-923a5a5419fb44f689d55c6e0a8208eb
- Source dataset
- uspto-grants-2009_07
- Patent number
- US07557114B2
Reaction notes
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