3,4-Dichlorobenzyl chloride → HCID 25004532, compound

HRID 1015389Notes

Reaction equation

HRID 1015389 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][C:27]=1[Cl:28])[CH2:23]Cl>>[Cl:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][C:27]=1[Cl:28])[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 76093,4-Dichlorobenzyl chlorideHCID 180713185-Piperazin-1-yl-quinazoline-2,4-diamine

Product 1

HCID 25004532HCID 25004532, compoundYield 69%

Procedure

Title compound was prepared via Resin Method using 5-piperazin-1-yl-quinazoline-2,4-diamine (50 mg; 0.2 mmol) and 3,4-Dichlorobenzyl Chloride (72.3 mg; 0.37 mmol) to obtain 55.8 mg. (69% yield). 1H NMR (400 MHz, DMSO-d6) δ 9.70 (s, 1H), 8.50 (s, 1H), 7.61 (m, 3H), 7.35 (dd, J=8.4, 1.4 Hz, 1H), 7.16 (m, 4H), 3.59 (s, 2H), 3.02 (br d, J=10.8 Hz, 3H), 2.90 (m, 3H), 2.31 (m, 2H). ESIMS+403.5 m/z

Workup

  1. customto obtain 55.8 mg

Sources & evidence

ORD record
ord-e1bbf74e6b2f4f2885d4ea40f1035368
Source dataset
uspto-grants-2011_07
Patent number
US07985755B2

Reaction notes

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