Cesium carbonate → Methyl 2-Methyl-6-[thieno[3,2-b]pyridin-7-yloxy]benzofuran-3-carboxylate

HRID 985308Notes

Reaction equation

HRID 985308 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[CH:9][S:10][C:3]=12.[OH:11][C:12]1[CH:25]=[CH:24][C:15]2[C:16]([C:20]([O:22][CH3:23])=[O:21])=[C:17]([CH3:19])[O:18][C:14]=2[CH:13]=1.C([O-])([O-])=O.[Cs+].[Cs+]>>[CH3:19][C:17]1[O:18][C:14]2[CH:13]=[C:12]([O:11][C:2]3[CH:7]=[CH:6][N:5]=[C:4]4[CH:8]=[CH:9][S:10][C:3]=34)[CH:25]=[CH:24][C:15]=2[C:16]=1[C:20]([O:22][CH3:23])=[O:21]

Participants

4

Reactant 3

HCID 10796Cesium carbonateHCID 112752517-Chlorothieno[3,2-b]pyridineHCID 22143518Methyl 6-hydroxy-2-methylbenzofuran-3-carboxylate

Product 1

HCID 22143628Methyl 2-Methyl-6-[thieno[3,2-b]pyridin-7-yloxy]benzofuran-3-carboxylate

Procedure

This material was prepared by the reaction of 7-chloro-thieno[3,2-b]pyridine with methyl 6-hydroxy-2-methylbenzofuran-3-carboxylate 89c and Cs2CO3 in a manner as previously described. 1H NMR (CDCl3) δ8.48 (1H, d, J=5.3 Hz), 7.99 (1H, d, J=8.3 Hz), 7.74 (1H, d, J=5.6 Hz), 7.56 (1H, d, J=5.3 Hz), 7.29 (1H, d, J=2.0 Hz), 7.16 (1H, dd, J=8.6, 2.3 Hz), 6.53 (1H, d, J=5.3 Hz), 3.96 (3H, s), 2.79 (3H, s).

Sources & evidence

ORD record
ord-a3516724082e4302ae779db9cbe56e02
Source dataset
uspto-grants-2005_03
Patent number
US06869962B2

Reaction notes

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