2-Amino-5-bromopyrimidine → HCID 90314637, compound

HRID 1524169Notes

Reaction equation

HRID 1524169 reaction equation
Br[C:2]1[CH:3]=[N: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>>[F:9][C:10]1[CH:15]=[C:14]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[C:2]2[CH:3]=[N:4][C:5]([NH2:8])=[N:6][CH:7]=2)[CH:13]=[CH:12][C:11]=1[C:25]1[CH:30]=[N:29][C:28]([NH2:31])=[N:27][CH:26]=1

Participants

3

Reactant 2

HCID 2313102-Amino-5-bromopyrimidineHCID 903131425-(2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrimidin-2-amine

Product 1

HCID 90314637HCID 90314637, compound

Procedure

The title compound was prepared in a manner similar to that described in Example 838 using 5-bromopyrimidin-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 8.57 (s, 2H), 8.16 (d, J=2.0, 2H), 7.57-7.45 (m, 5H), 7.14 (t, J=10.3, 2H).

Sources & evidence

ORD record
ord-455da2ede5e9458ba84d5b52552d5a75
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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