(2-Amino-5-fluorophenyl)boronic acid → HCID 58362555, compound

HRID 2361522Notes

Reaction equation

HRID 2361522 reaction equation
Br[C:2]1[CH:7]=[CH:6][N:5]2[C:8]3[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=3[N:10]=[C:4]2[N:3]=1.[NH2:15][C:16]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:17]=1B(O)O>>[N:3]1[C:4]2[N:5]([C:8]3[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=3[N:10]=2)[CH:6]=[CH:7][C:2]=1[C:21]1[CH:20]=[C:19]([F:22])[CH:18]=[CH:17][C:16]=1[NH2:15]

Participants

3

Reactant 2

HCID 17750520(2-Amino-5-fluorophenyl)boronic acidHCID 58362356HCID 58362356, compound

Product 1

HCID 58362555HCID 58362555, compound

Procedure

The title compound was prepared using General Experimental Procedure A (Suzuki coupling reaction) from 2-bromobenzo[4,5]imidazo[1,2-a]pyrimidine and (2-amino-5-fluorophenyl)boronic acid. 2-(Benzo[4,5]imidazo[1,2-a]pyrimidin-2-yl)-4-fluoroaniline was obtained as a orange solid. 1H NMR (400 MHz, DMSO-d6): δ 9.75 (d, J=7.6 Hz, 1H), 8.49 (d, J=8.0 Hz, 1H), 8.26 (d, J=7.6 Hz, 1H), 7.99 (dd, J=11.2, 3.2 Hz, 1H), 7.92 (d, J=8.0 Hz, 1H), 7.74 (d, J=7.2 Hz, 1H), 7.64 (d, J=8.4 Hz, 1H), 7.29 (m, 1H), 6.95 (dd, J=9.2, 5.2 Hz, 1H); MS (ESI) m/z [M+H]+279.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-9f95e7f9c05c44cbbea40bafc6785e48
Source dataset
uspto-grants-2014_04
Patent number
US08691187B2

Reaction notes

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