4'-(Bromomethyl)-2-cyanobiphenyl → HCID 67940430, compound

HRID 2255093Notes

Reaction equation

HRID 2255093 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]2[N:11]=[CH:10][NH:9][C:7](=[O:8])[C:5]=2[CH:6]=1.Br[CH2:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[C:26]#[N:27])=[CH:16][CH:15]=1>>[CH2:2]([C:10]1[N:9]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[C:26]#[N:27])=[CH:16][CH:15]=2)[C:7](=[O:8])[C:5]2[C:4](=[CH:3][CH:2]=[CH:1][CH:6]=2)[N:11]=1)[CH2:1][CH2:6][CH3:5]

Participants

3

Reactant 2

HCID 15019124'-(Bromomethyl)-2-cyanobiphenylHCID 1354087534(1H)-Quinazolinone

Product 1

HCID 67940430HCID 67940430, compound

Procedure

The quinazolinone prepared as described in Example 17 was alkylated with 4-bromomethyl-2'-cyanobiphenyl. The product was purified by MPLC Lobar C silica column eluting with 25% EtOAc/hexane. Rf 0.13 in 30% EtOAc/hexane. 1H-NMR (300 MHz, CDCl3): 8.32 (m, 1H), 7.84-7.59 (m, 7H), 5.46 (bs, 2H), 2.79 (3 line m, 2H), 1.80 (m, 2H), 1.44 (m, 2H), 0.94 (t, 3H).

Workup

  1. customThe product was purified by MPLC Lobar C silica column
  2. washeluting with 25% EtOAc/hexane

Sources & evidence

ORD record
ord-4a84f01fcca849a4ad5033ca743a2884
Source dataset
uspto-grants-1993_08
Patent number
US05238942

Reaction notes

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