o-Bromocumene → HCID 90313206, compound

HRID 1523984Notes

Reaction equation

HRID 1523984 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.[CH:24]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1Br)([CH3:26])[CH3:25]>>[F:1][C:2]1[CH:7]=[C:6]([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=2[CH:24]([CH3:26])[CH3:25])[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 23475o-BromocumeneHCID 903122765-(2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl)-pyrazin-2-amine

Product 1

HCID 90313206HCID 90313206, 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-isopropylbromobenzene. MS (ESI): mass calcd. for C19H18FN3, 307.15; m/z found, 308.1 [M+H]+. 1H NMR (400 MHz, DMSO-d6) δ 8.39 (s, 1H), 8.03 (s, 1H), 7.91 (m, 1H), 7.49-7.34 (m, 2H), 7.27-7.17 (m, 4H), 6.71 (s, 2H), 3.06-2.97 (m, 1H), 1.14 (d, J=6.8, 6H).

Sources & evidence

ORD record
ord-2e99df99975c484093ba0772535a9849
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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