3-Nitrophenylboronic Acid → HCID 18382833, compound

HRID 2297762Notes

Reaction equation

HRID 2297762 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6](B(O)O)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].Br[C:14]1[S:22][C:21]2[C:20]([NH:23][C:24]3[CH:25]=[C:26]4[C:30](=[CH:31][CH:32]=3)[NH:29][CH:28]=[CH:27]4)=[N:19][CH:18]=[N:17][C:16]=2[CH:15]=1>>[NH:29]1[C:30]2[C:26](=[CH:25][C:24]([NH:23][C:20]3[C:21]4[S:22][C:14]([C:6]5[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=5)=[CH:15][C:16]=4[N:17]=[CH:18][N:19]=3)=[CH:32][CH:31]=2)[CH:27]=[CH:28]1

Participants

3

Reactant 2

HCID 16773-Nitrophenylboronic AcidHCID 18383051(6-Bromo-thieno[3,2-d]pyrimidin-4-yl)-(1H-indol-5-yl)-amine

Product 1

HCID 18382833HCID 18382833, compound

Procedure

The title compound was prepared from 3-nitrobenzeneboronic 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 11.3 (s, 2H), 8.83 (s, 1H), 8.47 (s, 1H), 8.31 (m, 1H), 8.05 (m, 2H), 7.77 (m, 2H), 7.47 (m, 2H), 7.25 (m, 1H), 6.50 (s, 1H). M.P. 175-183° C.; LC-MS: 388 (MH+); HPLC RT: 4.80 minutes.

Sources & evidence

ORD record
ord-107f7bd3fec945bdb32abfed6e4f36c1
Source dataset
uspto-grants-2002_12
Patent number
US06492383B1

Reaction notes

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