2-Amino-5-phenyl-1,3,4-thiadiazole → 2-Methyl-6-(thieno[3,2-b]pyridin-7-yloxy)-benzofuran-3-carboxylic acid (5-phenyl-[1,3,4]thiadiazol-2-yl)-amide

HRID 985310Notes

Reaction equation

HRID 985310 reaction equation
[CH3:1][C:2]1[O:3][C:4]2[CH:13]=[C:12]([O:14][C:15]3[CH:20]=[CH:19][N:18]=[C:17]4[CH:21]=[CH:22][S:23][C:16]=34)[CH:11]=[CH:10][C:5]=2[C:6]=1[C:7]([OH:9])=O.[C:24]1([C:30]2[S:34][C:33]([NH2:35])=[N:32][N:31]=2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[C:24]1([C:30]2[S:34][C:33]([NH:35][C:7]([C:6]3[C:5]4[CH:10]=[CH:11][C:12]([O:14][C:15]5[CH:20]=[CH:19][N:18]=[C:17]6[CH:21]=[CH:22][S:23][C:16]=56)=[CH:13][C:4]=4[O:3][C:2]=3[CH3:1])=[O:9])=[N:32][N:31]=2)[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

3

Reactant 2

HCID 2194082-Amino-5-phenyl-1,3,4-thiadiazoleHCID 221435102-Methyl-6-[thieno[3,2-b]pyridin-7-yloxy]benzofuran-3-carboxylic acid

Product 1

HCID 207678122-Methyl-6-(thieno[3,2-b]pyridin-7-yloxy)-benzofuran-3-carboxylic acid (5-phenyl-[1,3,4]thiadiazol-2-yl)-amide

Procedure

This material was prepared from 2-methyl-6-[thieno[3,2-b]pyridin-7-yloxy]benzofuran-3-carboxylic acid 100 and 5-phenyl-[1,3,4]thiadiazol-2-ylamine in a similar manner as that described for example 102. 1H NMR (CD3CN/CD3OD) δ8.45 (1H, d, J=5.6 Hz), 8.00-7.95 (4H, m), 7.52-7.50 (4H, m), 7.48 (1H, d, J=2.3 Hz), 7.25 (1H, dd, J=8.6, 2.3 Hz), 6.66 (1H, d, J=5.3 Hz), 2.76 (3H, s).

Sources & evidence

ORD record
ord-ea0045f874424b02a789faaedbab22ff
Source dataset
uspto-grants-2005_03
Patent number
US06869962B2

Reaction notes

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