2-Bromo-4-methoxyphenol → 5-Methoxy-3-benzo[b]furanpropanol tosylate
Reaction equation
[ClH:1].FC1C=CC2OC=C(CCCN3CCN(C4C(OC)=CC=CN=4)CC3)C=2C=1.[S:29]([O:39][CH2:40][CH2:41][CH2:42][C:43]1[C:44]2[CH:51]=[C:50]([O:52][CH3:53])[CH:49]=[CH:48][C:45]=2[O:46][CH:47]=1)([C:32]1[CH:38]=[CH:37][C:35]([CH3:36])=[CH:34][CH:33]=1)(=[O:31])=[O:30].[CH3:54][O:55][C:56]1[C:57]([N:62]2[CH2:67][CH2:66][NH:65][CH2:64][CH2:63]2)=[N:58][CH:59]=[N:60][CH:61]=1.BrC1C=C(OC)C=CC=1O.S(OCCCC1C2C=C(F)C=CC=2OC=1)(C1C=CC(C)=CC=1)(=O)=O>>[ClH:1].[CH3:53][O:52][C:50]1[CH:49]=[CH:48][C:45]2[O:46][CH:47]=[C:43]([CH2:42][CH2:41][CH2:40][N:65]3[CH2:66][CH2:67][N:62]([C:57]4[C:56]([O:55][CH3:54])=[CH:61][N:60]=[CH:59][N:58]=4)[CH2:63][CH2:64]3)[C:44]=2[CH:51]=1.[S:29]([O:39][CH2:40][CH2:41][CH2:42][C:43]1[C:44]2[CH:51]=[C:50]([O:52][CH3:53])[CH:49]=[CH:48][C:45]=2[O:46][CH:47]=1)([C:32]1[CH:33]=[CH:34][C:35]([CH3:36])=[CH:37][CH:38]=1)(=[O:30])=[O:31]Participants
7
Reactant 5
Product 2
Procedure
The title compound was prepared (0.31 g, 87%, mp 196°-198° C.) in a manner analogous to the preparation of 1-[3-(5-fluorobenzo[b]furan-3-yl)propyl]-4-(3-methoxy-2-pyridinyl)piperazine hydrochloride (Example 20) by the reaction of 5-methoxy-3-benzo[b]furanpropanol tosylate with 1-(5-methoxy-4-pyrimidinyl)piperazine. 5-Methoxy-3-benzo[b]furanpropanol tosylate was prepared from 2-bromo-4-methoxyphenol in a manner analogous to the preparation of 5-fluoro-3-benzo[b]furanpropanol tosylate (Example 21).
Sources & evidence
- ORD record
- ord-b77381d00285401a877b7e2aee9dbd2d
- Source dataset
- uspto-grants-1998_06
- Patent number
- US05763444
Reaction notes
Loading…