2-(2-Bromophenyl)-1lambda~6~,2-thiazolidine-1,1-dione → HCID 90314028, compound

HRID 1524173Notes

Reaction equation

HRID 1524173 reaction equation
[F:1][C:2]1[CH:7]=[C:6](B2OC(C)(C)C(C)(C)O2)[CH:5]=[CH:4][C:3]=1[C:17]1[N:18]=[CH:19][C:20]([NH2:23])=[N:21][CH:22]=1.Br[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[N:31]1[CH2:35][CH2:34][CH2:33][S:32]1(=[O:37])=[O:36]>>[O:36]=[S:32]1(=[O:37])[CH2:33][CH2:34][CH2:35][N:31]1[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=1[C:6]1[CH:5]=[CH:4][C:3]([C:17]2[N:18]=[CH:19][C:20]([NH2:23])=[N:21][CH:22]=2)=[C:2]([F:1])[CH:7]=1

Participants

3

Reactant 2

HCID 125442162-(2-Bromophenyl)-1lambda~6~,2-thiazolidine-1,1-dioneHCID 903122765-(2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl)-pyrazin-2-amine

Product 1

HCID 90314028HCID 90314028, compound

Procedure

Title compound was prepared using conditions analogous to those described in Example 1 using 5-(2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-pyrazin-2-amine and 2-(2-bromophenyl)isothiazolidine 1,1-dioxide. MS (ESI): mass calcd. for C19H17FN4O2S, 384.11; m/z found, 385.2 [M+H]+. 1H NMR (500 MHz, CDCl3) δ 8.62-8.58 (m, 1H), 8.12 (d, J=1.5, 1H), 7.99 (m, 1H), 7.76-7.71 (m, 1H), 7.49-7.45 (m, 1H), 7.46-7.38 (m, 4H), 4.69 (s, 2H), 3.30-3.04 (m, 4H), 2.39-2.11 (m, 2H).

Sources & evidence

ORD record
ord-4ae5fae326ba446cab05a9948575616c
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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