1-(Bromomethyl)-3-chlorobenzene → HCID 25004529, compound

HRID 1015386Notes

Reaction equation

HRID 1015386 reaction equation
[N:1]1([C:7]2[CH:16]=[CH:15][CH:14]=[C:13]3[C:8]=2[C:9]([NH2:18])=[N:10][C:11]([NH2:17])=[N:12]3)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[Cl:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=1)[CH2:23]Br>>[Cl:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=1)[CH2:23][N:4]1[CH2:5][CH2:6][N:1]([C:7]2[CH:16]=[CH:15][CH:14]=[C:13]3[C:8]=2[C:9]([NH2:18])=[N:10][C:11]([NH2:17])=[N:12]3)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 698381-(Bromomethyl)-3-chlorobenzeneHCID 180713185-Piperazin-1-yl-quinazoline-2,4-diamine

Product 1

HCID 25004529HCID 25004529, compoundYield 67%

Procedure

Title compound was prepared via Resin Method using 5-piperazin-1-yl-quinazoline-2,4-diamine (50 mg; 0.2 mmol) and 3-Chlorobenzyl bromide (76 mg; 0.37 mmol) to obtain 49.5 mg. (67% yield). 1H NMR (400 MHz, DMSO-d6) δ 12.4 (s, 1H), 10.0 (s, 1H), 9.0 (s, 1H), 7.72 (m, 2H), 7.34 (m, 4H), 7.22 (d, J=8.0 Hz, 1H), 3.59 (s, 2H), 3.03 (br d, J=10.8 Hz, 2H), 2.90 (m, 4H), 2.31 (m, 2H). ESIMS+369.2 m/z

Workup

  1. customto obtain 49.5 mg

Sources & evidence

ORD record
ord-6e26ae4216694d75893ece9b5a106854
Source dataset
uspto-grants-2011_07
Patent number
US07985755B2

Reaction notes

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