(3-Amino-4-fluorophenyl)boronic acid → HCID 58362585, compound

HRID 2361521Notes

Reaction equation

HRID 2361521 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:17]=[C:18](B(O)O)[CH:19]=[CH:20][C:21]=1[F:22]>>[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:18]1[CH:19]=[CH:20][C:21]([F:22])=[C:16]([CH:17]=1)[NH2:15]

Participants

3

Reactant 2

HCID 21954814(3-Amino-4-fluorophenyl)boronic acidHCID 58362356HCID 58362356, compound

Product 1

HCID 58362585HCID 58362585, 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 (3-amino-4-fluorophenyl)boronic acid. 5-(Benzo[4,5]imidazo[1,2-a]pyrimidin-2-yl)-2-fluoroaniline was obtained as a orange solid. 1H NMR (400 MHz, methanol-d4): δ 9.63 (d, J=7.2 Hz, 1H), 8.38 (d, J=8.4 Hz, 1H), 8.17 (d, J=7.2 Hz, 1H), 7.92 (dd, J=8.8, 2.8 Hz, 1H), 7.88-7.80 (m, 2H), 7.73-7.68 (m, 2H), 7.19 (dd, J=10.8, 8.4 Hz, 1H); MS (ESI) m/z [M+H]+318.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-21a40384a58f4b0ca4372f9ac7802511
Source dataset
uspto-grants-2014_04
Patent number
US08691187B2

Reaction notes

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