2-Amino-5-bromopyrazine → HCID 90312737, compound

HRID 1524168Notes

Reaction equation

HRID 1524168 reaction equation
Br[C:2]1[N:3]=[CH:4][C:5]([NH2:8])=[N:6][CH:7]=1.[F:9][C:10]1[CH:15]=[C:14](B2OC(C)(C)C(C)(C)O2)[CH:13]=[CH:12][C:11]=1[C:25]1[CH:26]=[N:27][C:28]([NH2:31])=[N:29][CH:30]=1>>[NH2:8][C:5]1[N:6]=[CH:7][C:2]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[C:14]2[CH:13]=[CH:12][C:11]([C:25]3[CH:30]=[N:29][C:28]([NH2:31])=[N:27][CH:26]=3)=[C:10]([F:9])[CH:15]=2)=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 5995392-Amino-5-bromopyrazineHCID 903131425-(2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrimidin-2-amine

Product 1

HCID 90312737HCID 90312737, compound

Procedure

The title compound was prepared in a manner similar to that described in Example 838 using 5-bromopyrazin-2-amine in Step A and 5-(2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrimidin-2-amine in Step B. MS (ESI): mass calcd. for C20H15FN6, 358.13; m/z found, 359.1 [M+H]+. 1H NMR (500 MHz, CD3OD) δ 8.50-8.44 (d, J=1.4, 2H), 7.95-7.90 (d, J=1.5, 1H), 7.63-7.55 (m, 2H), 7.52-7.44 (m, 3H), 7.43-7.38 (m, 1H), 7.06-7.03 (m, 1H), 7.03-7.01 (dd, J=6.2, 1.6, 1H).

Sources & evidence

ORD record
ord-cda89e8a8224433485109e9d54b50e71
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

Loading…