(6-Methoxy-3,4-dihydronaphthalen-2-yl)trimethyltin → [3-Fluoro-4-(2-piperidin-1-ylethoxy)phenyl][4-methoxy-2-(6-methoxy-3,4-dihydro-naphthalen-2-yl)phenyl]methanone

HRID 2423593Notes

Reaction equation

HRID 2423593 reaction equation
Br[C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[C:10]([C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][N:21]2[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]2)=[C:14]([F:27])[CH:13]=1)=[O:11].[CH3:28][O:29][C:30]1[CH:31]=[C:32]2[C:37](=[CH:38][CH:39]=1)[CH:36]=[C:35]([Sn](C)(C)C)[CH2:34][CH2:33]2>>[F:27][C:14]1[CH:13]=[C:12]([C:10]([C:3]2[CH:4]=[CH:5][C:6]([O:8][CH3:9])=[CH:7][C:2]=2[C:35]2[CH2:34][CH2:33][C:32]3[C:37](=[CH:38][CH:39]=[C:30]([O:29][CH3:28])[CH:31]=3)[CH:36]=2)=[O:11])[CH:17]=[CH:16][C:15]=1[O:18][CH2:19][CH2:20][N:21]1[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1

Participants

3

Reactant 2

HCID 23087176(6-Methoxy-3,4-dihydronaphthalen-2-yl)trimethyltinHCID 57934302(2-Bromo-4-methoxyphenyl)[3-fluoro-4-(2-piperidin-1-ylethoxy)phenyl]methanone

Product 1

HCID 57934461[3-Fluoro-4-(2-piperidin-1-ylethoxy)phenyl][4-methoxy-2-(6-methoxy-3,4-dihydro-naphthalen-2-yl)phenyl]methanoneYield 59.4%

Procedure

Synthesized from (2-bromo-4-methoxyphenyl) [3-fluoro-4-(2-piperidin-1-ylethoxy)phenyl]methanone (420 mg) and (6-methoxy-3,4-dihydronaphthalen-2-yl)trimethyltin (352 mg) according to an analogous synthetic method to Example 1, the title compound (295 mg) was obtained.

Sources & evidence

ORD record
ord-9251b17cae5f4dd8b839d910a1cb3994
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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