Benzene, 1-bromo-2-(trifluoromethyl)- → HCID 90313937, compound

HRID 1523974Notes

Reaction equation

HRID 1523974 reaction equation
[F:1][C:2]1[CH:7]=[C:6](B2OC(C)(C)C(C)(C)O2)[CH:5]=[CH:4][C:3]=1[C:17]1[N:18]=[CH:19][C:20]([NH2:23])=[N:21][CH:22]=1.[F:24][C:25]([F:34])([F:33])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1Br>>[F:1][C:2]1[CH:7]=[C:6]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=2[C:25]([F:34])([F:33])[F:24])[CH:5]=[CH:4][C:3]=1[C:17]1[N:18]=[CH:19][C:20]([NH2:23])=[N:21][CH:22]=1

Participants

3

Reactant 2

HCID 9806Benzene, 1-bromo-2-(trifluoromethyl)-HCID 903122765-(2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl)-pyrazin-2-amine

Product 1

HCID 90313937HCID 90313937, compound

Procedure

The title compound was prepared using analogous conditions to those described in Example 1 utilizing 5-(2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrazin-2-amine and 2-trifluoromethylbromobenzene. MS (ESI): mass calcd. for C17H11F4N3, 333.09; m/z found, 334.1 [M+H]+. 1H NMR (400 MHz, CD3OD) δ 8.40 (s, 1H), 8.09 (s, 1H), 7.91 (m, 1H), 7.81 (d, J=7.6, 1H), 7.69 (m, 1H), 7.59 (m, 1H), 7.44 (d, J=7.8, 1H), 7.23 (d, J=8.7, 1H), 7.17 (d, J=11.8, 1H).

Sources & evidence

ORD record
ord-74a5b2a2bc044e37828661413d9571bb
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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