2-Thiopheneboronic acid → (1H-Indol-5-yl)-(2-thiophen-2-yl-thieno[3,2-b]pyridin-7-yl)-amine

HRID 2297797Notes

Reaction equation

HRID 2297797 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1B(O)O.Br[C:10]1[S:18][C:17]2[C:12](=[N:13][CH:14]=[CH:15][C:16]=2[NH:19][C:20]2[CH:21]=[C:22]3[C:26](=[CH:27][CH:28]=2)[NH:25][CH:24]=[CH:23]3)[CH:11]=1>>[NH:25]1[C:26]2[C:22](=[CH:21][C:20]([NH:19][C:16]3[CH:15]=[CH:14][N:13]=[C:12]4[CH:11]=[C:10]([C:2]5[S:1][CH:5]=[CH:4][CH:3]=5)[S:18][C:17]=34)=[CH:28][CH:27]=2)[CH:23]=[CH:24]1

Participants

3

Reactant 2

HCID 27339602-Thiopheneboronic acidHCID 18382766(2-bromo-thieno[3,2-b]pyridin-7-yl)-(1H-indol-5-yl)-amine

Product 1

HCID 9884654(1H-Indol-5-yl)-(2-thiophen-2-yl-thieno[3,2-b]pyridin-7-yl)-amine

Procedure

The title compound was prepared from thiophene-2-boronic acid and (2-bromo-thieno[3,2-b]pyridin-7-yl)-(1H-indol-5-yl)-amine by a procedure analogous to example 17. 1H NMR (400 MHz, DMSO) d 11.1 (s, 2H), 8.27 (d, 1H), 7.73 (s, 1H), 7.48 (m, 5H), 7.19 (m, 1), 7.03 (d, 1H), 6.50 (s, 1H); LC-MS: 348 (MH+); HPLC RT: 5.11 minutes.

Sources & evidence

ORD record
ord-b3688f23300a4528bcf689bfbe199a33
Source dataset
uspto-grants-2002_12
Patent number
US06492383B1

Reaction notes

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