HCID 90312891, compound → 6-Amino-3-{2'-[(4-aminopyrimidin-2-yl)oxy]-3-fluorobiphenyl-4-yl}pyrazine-2-carbonitrile

HRID 1524146Notes

Reaction equation

HRID 1524146 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([C:8]#[N:9])[C:5]([C:10]2[CH:15]=[CH:14][C:13](B3OC(C)(C)C(C)(C)O3)=[CH:12][C:11]=2[F:25])=[N:4][CH:3]=1.Br[C:27]1[CH:40]=[CH:39][CH:38]=[CH:37][C:28]=1[O:29][C:30]1[N:35]=[C:34]([NH2:36])[CH:33]=[CH:32][N:31]=1>>[NH2:1][C:2]1[N:7]=[C:6]([C:8]#[N:9])[C:5]([C:10]2[CH:15]=[CH:14][C:13]([C:27]3[CH:40]=[CH:39][CH:38]=[CH:37][C:28]=3[O:29][C:30]3[N:35]=[C:34]([NH2:36])[CH:33]=[CH:32][N:31]=3)=[CH:12][C:11]=2[F:25])=[N:4][CH:3]=1

Participants

3

Reactant 2

HCID 90312891HCID 90312891, compoundHCID 903130522-(2-Bromophenoxy)pyrimidin-4-amine

Product 1

HCID 903136976-Amino-3-{2'-[(4-aminopyrimidin-2-yl)oxy]-3-fluorobiphenyl-4-yl}pyrazine-2-carbonitrile

Procedure

The title compound was prepared using conditions analogous to those used to make Example 6 utilizing 6-amino-3-(2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrazine-2-carbonitrile and 2-(2-bromophenoxy)pyrimidin-4-amine. MS (ESI): mass calcd. for C21H14FN7OS2, 399.12; m/z found, 400.2 [M+H]+. 1H NMR (600 MHz, DMSO-δ6) δ 8.22 (s, 1H), 7.79 (d, J=5.8, 1H), 7.62-7.51 (m, 2H), 7.49-7.38 (m, 3H), 7.38-7.30 (m, 3H), 7.20 (dd, J=8.0, 1.2, 1H), 7.01 (s, 2H), 6.10 (d, J=5.8, 1H).

Sources & evidence

ORD record
ord-6048e32773a44636b5767304084e4439
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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