4-Methylthiophene-2-boronic acid → 4-Amino-2-(4-methyl-thiophen-2-yl)thieno[3,2-c]pyridine-7-carboxylic acid amide

HRID 1268835Notes

Reaction equation

HRID 1268835 reaction equation
[NH2:1][C:2]1[C:7]2[CH:8]=[C:9](Br)[S:10][C:6]=2[C:5]([C:12]([NH2:14])=[O:13])=[CH:4][N:3]=1.[CH3:15][C:16]1[CH:17]=[C:18](B(O)O)[S:19][CH:20]=1>>[NH2:1][C:2]1[C:7]2[CH:8]=[C:9]([C:18]3[S:19][CH:20]=[C:16]([CH3:15])[CH:17]=3)[S:10][C:6]=2[C:5]([C:12]([NH2:14])=[O:13])=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 27343734-Methylthiophene-2-boronic acidHCID 588407134-Amino-2-Bromothieno[3,2-C]pyridine-7-Carboxamide

Product 1

HCID 588407204-Amino-2-(4-methyl-thiophen-2-yl)thieno[3,2-c]pyridine-7-carboxylic acid amide

Procedure

19 was prepared from 4-amino-2-bromo-thieno[3,2-c]pyridine-7-carboxylic acid amide 17 and 4-methyl-2-thiopheneboronic acid according to the general procedure described in Example 2. 1H NMR (400 MHz, d6-DMSO) δ: 2.25 (s, 3H), 7.29 (s, 1H), 7.36 (s, 1H), 7.80 (br s, 1H), 8.14 (s, 1H), 8.40 (br s, 1H), 8.46 (s, 1H). MS (EI) m/z (M+H+) 290.

Sources & evidence

ORD record
ord-5c19de62a33e4d3c89de8f17995b00f5
Source dataset
uspto-grants-2007_04
Patent number
US07199119B2

Reaction notes

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