2-(Methylsulfonyl)phenylboronic Acid → HCID 77844643, compound

HRID 1523774Notes

Reaction equation

HRID 1523774 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1B(O)O)(=[O:4])=[O:3].Br[C:15]1[CH:20]=[CH:19][C:18]([C:21]2[N:22]=[CH:23][C:24]([NH2:29])=[N:25][C:26]=2[C:27]#[N:28])=[C:17]([F:30])[CH:16]=1>>[NH2:29][C:24]1[N:25]=[C:26]([C:27]#[N:28])[C:21]([C:18]2[CH:19]=[CH:20][C:15]([C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=3[S:2]([CH3:1])(=[O:4])=[O:3])=[CH:16][C:17]=2[F:30])=[N:22][CH:23]=1

Participants

3

Reactant 2

HCID 27735392-(Methylsulfonyl)phenylboronic AcidHCID 90313603HCID 90313603, compound

Product 1

HCID 77844643HCID 77844643, compound

Procedure

The title compound was prepared using analogous conditions to those described in Example 1 using 2-(methylsulfonyl)phenylboronic acid and 5-(4-bromo-2-fluorophenyl)-6-cyanopyrazin-2-amine. MS (ESI): mass calcd. for C18H13FN4O2S, 368.07; m/z found, 369.0 [M+H]+. 1H NMR (500 MHz, DMSO-d6) δ 8.26 (s, 1H), 8.13 (dd, J=8.0, 1.4, 1H), 7.84-7.77 (m, 1H), 7.76-7.70 (m, 1H), 7.69-7.62 (m, 1H), 7.51 (dd, J=7.6, 1.4, 1H), 7.46 (dd, J=11.0, 1.6, 1H), 7.42-7.35 (m, 3H), 2.97 (s, 3H).

Sources & evidence

ORD record
ord-671c8da7f346496cb8886b825b4556cd
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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