Cesium carbonate → HCID 59990760, compound

HRID 985293Notes

Reaction equation

HRID 985293 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:11]([N:13]3[CH2:17][CH2:16][CH2:15][C@H:14]3[CH2:18][O:19][CH3:20])=[O:12])[S:10][C:3]=12.[CH3:21][NH:22][C:23]([C:25]1[C:26]2[CH:34]=[CH:33][C:32]([OH:35])=[CH:31][C:27]=2[O:28][C:29]=1[CH3:30])=[O:24].C([O-])([O-])=O.[Cs+].[Cs+]>>[CH3:21][NH:22][C:23]([C:25]1[C:26]2[CH:34]=[CH:33][C:32]([O:35][C:2]3[CH:7]=[CH:6][N:5]=[C:4]4[CH:8]=[C:9]([C:11]([N:13]5[CH2:17][CH2:16][CH2:15][C@H:14]5[CH2:18][O:19][CH3:20])=[O:12])[S:10][C:3]=34)=[CH:31][C:27]=2[O:28][C:29]=1[CH3:30])=[O:24]

Participants

4

Reactant 3

HCID 10796Cesium carbonateHCID 167551736-Hydroxy-N,2-dimethylbenzofuran-3-carboxamideHCID 20767764HCID 20767764, compound

Product 1

HCID 59990760HCID 59990760, compound

Procedure

This material was prepared by the reaction of 7-chloro-2-[(R)-2-methoxymethylpyrrolidine-1-carbonyl]thieno[3,2-b]pyridine 2a with 6-Hydroxy-2-methyl-benzofuran-3-carboxylic acid methyl amide 12c and Cs2CO3 in a manner as previously described for example 1. 1H NMR (DMSO-d6). δ8.57 (1H, d, J=5.3 Hz), 8.02 (1H, s), 7.98 (1H, m), 7.83 (1H, d, J=8.6 Hz), 7.66 (1H, d, J=2.0 Hz), 7.25 (1H, dd, J=8.6, 2.0 Hz), 6.72 (1H, d, J=5.3 Hz), 4.31 (1H, m), 3.94-3.80 (2H, m), 3.60-3.39 (2H, m), 3.28 (3H, s), 2.82 (3H, d, J=4.6 Hz), 2.63 (3H, s), 2.06-1.85 (4H, m).

Sources & evidence

ORD record
ord-f154a96eb59a450b82d51b61c5abc7bd
Source dataset
uspto-grants-2005_03
Patent number
US06869962B2

Reaction notes

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