HCID 90313071, compound → N-[3'-Fluoro-4'-(5H-pyrrolo[2,3-b]pyrazin-2-yl)biphenyl-2-yl]ethanesulfonamide

HRID 1523993Notes

Reaction equation

HRID 1523993 reaction equation
CC1(C)C(C)(C)OB([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[NH:15][S:16]([CH2:19][CH3:20])(=[O:18])=[O:17])O1.Br[C:23]1[CH:28]=[CH:27][C:26]([C:29]2[N:30]=[C:31]3[CH:37]=[CH:36][NH:35][C:32]3=[N:33][CH:34]=2)=[C:25]([F:38])[CH:24]=1>>[F:38][C:25]1[CH:24]=[C:23]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[NH:15][S:16]([CH2:19][CH3:20])(=[O:17])=[O:18])[CH:28]=[CH:27][C:26]=1[C:29]1[N:30]=[C:31]2[CH:37]=[CH:36][NH:35][C:32]2=[N:33][CH:34]=1

Participants

3

Reactant 2

HCID 90313071HCID 90313071, compoundHCID 90313148N-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethane-1-sulfonamide

Product 1

HCID 90313039N-[3'-Fluoro-4'-(5H-pyrrolo[2,3-b]pyrazin-2-yl)biphenyl-2-yl]ethanesulfonamide

Procedure

The title compound was prepared using methods analogous to those described in Step C of Example 490 using N-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethanesulfonamide and 2-(4-bromo-2-fluorophenyl)-5H-pyrrolo[2,3-b]pyrazine. MS (ESI): mass calcd. for C20H17FN4O2S, 396.11; m/z found, 397.1 [M+H]+. 1H NMR (400 MHz, CDCl3) δ 9.16 (s, 1H), 8.78 (d, J=2.6, 1H), 8.20-8.11 (m, 2H), 7.75-7.66 (m, 2H), 7.47-7.37 (m, 1H), 7.36-7.28 (m, 2H), 7.27-7.20 (m, 1H), 6.87-6.79 (m, 1H), 6.59 (s, 1H), 3.11 (q, J=7.4, 2H), 1.33-1.18 (m, 3H).

Sources & evidence

ORD record
ord-117281fb3c1145d2a6e75426a75279ab
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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