4-Fluorophenylboronic acid → [6-(4-Fluoro-phenyl)-thieno[3,2-d]pyrimidin-4-yl]-(1H-indol-5-yl)-amine

HRID 2297756Notes

Reaction equation

HRID 2297756 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5](B(O)O)=[CH:4][CH:3]=1.Br[C:12]1[S:20][C:19]2[C:18]([NH:21][C:22]3[CH:23]=[C:24]4[C:28](=[CH:29][CH:30]=3)[NH:27][CH:26]=[CH:25]4)=[N:17][CH:16]=[N:15][C:14]=2[CH:13]=1>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:12]2[S:20][C:19]3[C:18]([NH:21][C:22]4[CH:23]=[C:24]5[C:28](=[CH:29][CH:30]=4)[NH:27][CH:26]=[CH:25]5)=[N:17][CH:16]=[N:15][C:14]=3[CH:13]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 2856454-Fluorophenylboronic acidHCID 18383051(6-Bromo-thieno[3,2-d]pyrimidin-4-yl)-(1H-indol-5-yl)-amine

Product 1

HCID 9906899[6-(4-Fluoro-phenyl)-thieno[3,2-d]pyrimidin-4-yl]-(1H-indol-5-yl)-amine

Procedure

The title compound was prepared from p-fluorobenzeneboronic acid and (6-bromo-thieno[3,2-d]pyrimidin-4-yl)-(1H-indol-5-yl)-amine by a procedure analogous to example 2. 1H NMR (400 MHz, DMSO) d 11.4 (s, 1H), 8.82 (s, 1H), 7.79 (m, 4H), 7.41 (m, 5H), 7.21 (d, 1H). 6.50 (s, 1H), M.P. 193-205° C.; LC-MS: 361 (MH+); HPLC RT: 4.88 minutes.

Sources & evidence

ORD record
ord-1b377b5149d846659d7c26b186bac2ab
Source dataset
uspto-grants-2002_12
Patent number
US06492383B1

Reaction notes

Loading…