5-(4-Bromo-2-fluorophenyl)pyrazin-2-amine → HCID 90313489, compound

HRID 1523997Notes

Reaction equation

HRID 1523997 reaction equation
[CH2:1]([N:3]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1B1OC(C)(C)C(C)(C)O1)[S:4]([CH3:7])(=[O:6])=[O:5])[CH3:2].Br[C:24]1[CH:29]=[CH:28][C:27]([C:30]2[N:31]=[CH:32][C:33]([NH2:36])=[N:34][CH:35]=2)=[C:26]([F:37])[CH:25]=1>>[NH2:36][C:33]1[N:34]=[CH:35][C:30]([C:27]2[CH:28]=[CH:29][C:24]([C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=3[N:3]([CH2:1][CH3:2])[S:4]([CH3:7])(=[O:5])=[O:6])=[CH:25][C:26]=2[F:37])=[N:31][CH:32]=1

Participants

3

Reactant 2

HCID 903128885-(4-Bromo-2-fluorophenyl)pyrazin-2-amineHCID 90313634HCID 90313634, compound

Product 1

HCID 90313489HCID 90313489, compound

Procedure

The title compound was prepared using methods analogous to those described in Step B of Example 369 by using N-ethyl-N-(2-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide and 5-(4-bromo-2-fluorophenyl)pyrazin-2-amine. MS (ESI): mass calcd. C19H19FN4O2S.C2HF3O2, 386.12; m/z found, 387.1 [M+H]+. 1H NMR (400 MHz, CDCl3) δ 8.44 (d, J=1.2, 1H), 8.33 (d, J=1.2, 1H), 8.14-8.04 (m, 1H), 7.51-7.33 (m, 6H), 3.46 (s, 2H), 2.95 (s, 3H), 1.05 (t, J=7.2, 3H).

Sources & evidence

ORD record
ord-6d12efc12b7f4c9b868ccd1004fcb26b
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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